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Winter Garden, FL 55+ active adult communities & homes for sale - Page 40

3,776 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
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
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
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
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 (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 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
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
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
5 rating (5 reviews) SummerGlen
$200ks - $400ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
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 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 (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
5 rating (8 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
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
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 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
Southshore Bay
$200ks - $500ks
Southshore Bay, Wimauma, FL
Resale Only | 55+ age-restricted | Built 2017 - 2024 | 655 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) 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.
The Country Club of Mount...
$200ks - $1Ms
The Country Club of Mount..., Mount Dora, FL
Resale Only | Age-targeted | Built 1991 - 2005 | 827 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) Legacy of Leesburg
$200ks - $400ks
Legacy of Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2017 | 1,000 homes
5 rating (1 reviews) Palm Cay
$100ks - $200ks
Palm Cay, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 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
4.4 rating (9 reviews) Spruce Creek Preserve
$100ks - $200ks
Spruce Creek Preserve, Dunnellon, FL
Resale Only | 55+ age-restricted | Built 1996 - 2003 | 810 homes
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 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
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 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.
123...4
Spruce Creek Country Club 9215 SE 118TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$324,999

3 beds

|

2 baths

|

1,720 sq ft

|

House

9215 SE 118TH LOOP, SUMMERFIELD, FL, 344...
Del Webb Orlando 442 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$424,900

3 beds

|

3 baths

|

2,581 sq ft

|

House

442 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
JB Ranch 6474 SW 89TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$300,000

4 beds

|

2 baths

|

2,041 sq ft

|

House

6474 SW 89TH LOOP, OCALA, FL, 34476
Community: JB Ranch
The Villages® 1209 BARCELONA DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$699,000

3 beds

|

2 baths

|

2,092 sq ft

|

House

1209 BARCELONA DR, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1695 VINEWOOD AVE, THE VILLAGES, FL, 321..., The Villages, FL 32162
$349,000

3 beds

|

2 baths

|

1,397 sq ft

|

House

1695 VINEWOOD AVE, 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
The Villages® 490 LITTLE RIVER PATH, THE VILLAGES, FL,..., The Villages, FL 32162
$425,000

3 beds

|

2 baths

|

1,887 sq ft

|

House

490 LITTLE RIVER PATH, THE VILLAGES, FL,...
Community: The Villages®
Cindy Certified
19235 CHERRYSTONE WAY 101, LAKEWOOD RANC..., Lakewood Ranch, FL 34211
$470,000

3 beds

|

2 baths

|

1,741 sq ft

|

Condo

19235 CHERRYSTONE WAY 101, LAKEWOOD RANC...
Cindy Certified
19235 CHERRYSTONE WAY 104, LAKEWOOD RANC..., Lakewood Ranch, FL 34211
$470,000

3 beds

|

2 baths

|

1,741 sq ft

|

Condo

19235 CHERRYSTONE WAY 104, LAKEWOOD RANC...
Ocala Preserve 4119 NW 44TH CIR, OCALA, FL, 34482, Ocala, FL 34482
$300,000

3 beds

|

2 baths

|

1,610 sq ft

|

House

4119 NW 44TH CIR, OCALA, FL, 34482
Community: Ocala Preserve
The Villages® 583 ARTEAGA WAY, THE VILLAGES, FL, 32162, The Villages, FL 32162
$480,000

3 beds

|

2 baths

|

1,726 sq ft

|

Villa

583 ARTEAGA WAY, THE VILLAGES, FL, 32162
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.
The Villages® 2608 CASSO CT, THE VILLAGES, FL, 32162, The Villages, FL 32162
$395,000

3 beds

|

2 baths

|

2,192 sq ft

|

House

2608 CASSO CT, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 2527 BOTELLO AVE, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$305,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

2527 BOTELLO AVE, THE VILLAGES, FL, 3216...
Community: The Villages®
Highland Fairways 1804 MASTERS LN, LAKELAND, FL, 33810, Lakeland, FL 33810
$289,900

3 beds

|

2 baths

|

2,065 sq ft

|

House

1804 MASTERS LN, LAKELAND, FL, 33810
Community: Highland Fairways
Silver Lakes 2191 SILVER RE DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$275,000

2 beds

|

2 baths

|

1,812 sq ft

|

House

2191 SILVER RE DR, LAKELAND, FL, 33810
Community: Silver Lakes
Mirada 10442 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$274,900

2 beds

|

2 baths

|

1,405 sq ft

|

Villa

10442 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Oak Run 10918 SW 82ND TER, OCALA, FL, 34481, Ocala, FL 34481
$239,000

3 beds

|

2 baths

|

1,621 sq ft

|

House

10918 SW 82ND TER, OCALA, FL, 34481
Community: Oak Run
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
The Lakes at Harmony 3128 SONGBIRD CIR, HARMONY, FL, 34773, Harmony, FL 34773
$337,500

2 beds

|

2 baths

|

1,408 sq ft

|

House

3128 SONGBIRD CIR, HARMONY, FL, 34773
Cresswind Lakewood Ranch 4811 HONEY DEW LN, BRADENTON, FL, 34211, Bradenton, FL 34211
$895,000

4 beds

|

4 baths

|

3,697 sq ft

|

House

4811 HONEY DEW LN, BRADENTON, FL, 34211
Stone Creek 9388 SW 60TH LANE RD, OCALA, FL, 34481, Ocala, FL 34481
$668,000

3 beds

|

3 baths

|

2,512 sq ft

|

House

9388 SW 60TH LANE RD, OCALA, FL, 34481
Community: Stone Creek
Sun City Center 401 DE GRASSE PL 21, SUN CITY CENTER, FL..., Sun City Center, FL 33573
$119,900

1 beds

|

2 baths

|

992 sq ft

|

Condo

401 DE GRASSE PL 21, 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.
On Top of the World 8943 SW 86TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$389,800

3 beds

|

2 baths

|

2,330 sq ft

|

House

8943 SW 86TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Cindy Certified
9012 SW 67TH AVE, OCALA, FL, 34476, Ocala, FL 34476
$365,470

4 beds

|

3 baths

|

2,230 sq ft

|

House

9012 SW 67TH AVE, OCALA, FL, 34476
Cindy Certified
13361 SE 101ST AVE, BELLEVIEW, FL, 34420, Belleview, FL 34420
$234,900

3 beds

|

2 baths

|

1,285 sq ft

|

House

13361 SE 101ST AVE, BELLEVIEW, FL, 34420
Cindy Certified
5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387..., Sebring, FL 33872
$445,000

4 beds

|

3 baths

|

2,367 sq ft

|

House

5124 MOSS HAMMOCK TRL, SEBRING, FL, 3387...
Spruce Creek Country Club 14179 SE 88TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$338,800

2 beds

|

2 baths

|

1,699 sq ft

|

House

14179 SE 88TH CT, SUMMERFIELD, FL, 34491
On Top of the World 5792 SW 82ND TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$440,080

2 beds

|

2 baths

|

1,889 sq ft

|

House

5792 SW 82ND TERRACE RD, OCALA, FL, 3448...
Community: On Top of the World
On Top of the World 5820 SW 82ND TERRACE RD, OCALA, FL, 3448..., Ocala, FL 34481
$440,000

2 beds

|

2 baths

|

1,889 sq ft

|

House

5820 SW 82ND TERRACE RD, OCALA, FL, 3448...
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
Tampa Bay Golf and Country Club 29358 GRASS BUNKER DR, SAN ANTONIO, FL, ..., San Antonio, FL 33576
$425,000

3 beds

|

2 baths

|

1,973 sq ft

|

House

29358 GRASS BUNKER DR, SAN ANTONIO, FL, ...
Royal Highlands 5704 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$259,900

2 beds

|

2 baths

|

1,245 sq ft

|

House

5704 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
Stonecrest 11734 SE 173RD LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$345,000

2 beds

|

2 baths

|

1,630 sq ft

|

House

11734 SE 173RD LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
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 Country Club 13940 SE 95TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$295,000

3 beds

|

2 baths

|

1,718 sq ft

|

House

13940 SE 95TH CT, SUMMERFIELD, FL, 34491
On Top of the World 9649 SW 93RD LOOP, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,280 sq ft

|

House

9649 SW 93RD LOOP, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek South 17790 SE 101ST CT, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$273,900

3 beds

|

2 baths

|

1,910 sq ft

|

House

17790 SE 101ST CT, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
On Top of the World 9649 SW 93 LOOP, OCALA, FL, 34481, Ocala, FL 34481
$159,900

2 beds

|

2 baths

|

1,280 sq ft

|

House

9649 SW 93 LOOP, OCALA, FL, 34481
Community: On Top of the World
Latitude Margaritaville 341 COMPASS ROSE DR, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$699,900

2 beds

|

3 baths

|

2,116 sq ft

|

House

341 COMPASS ROSE DR, DAYTONA BEACH, FL, ...
Tampa Bay Golf and Country Club 10231 CLEGHORN DR, SAN ANTONIO, FL, 3357..., San Antonio, FL 33576
$410,000

3 beds

|

2 baths

|

1,819 sq ft

|

House

10231 CLEGHORN DR, SAN ANTONIO, FL, 3357...
Mirada 10228 ECHO DOCK LOOP, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$350,000

2 beds

|

3 baths

|

1,747 sq ft

|

Villa

10228 ECHO DOCK LOOP, SAN ANTONIO, FL, 3...
Community: Mirada
Trilogy® Orlando 381 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$319,900

2 beds

|

2 baths

|

1,479 sq ft

|

House

381 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
Cherrywood 9912 SW 61ST CT, OCALA, FL, 34476, Ocala, FL 34476
$165,000

2 beds

|

2 baths

|

1,008 sq ft

|

House

9912 SW 61ST CT, OCALA, FL, 34476
Community: Cherrywood
Stonecrest 11137 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$258,000

3 beds

|

2 baths

|

1,453 sq ft

|

House

11137 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
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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3,776 homes
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