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Winter Garden, FL 55+ active adult communities & homes for sale - Page 38

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
Arlington Ridge 26951 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$249,000

2 beds

|

2 baths

|

1,418 sq ft

|

Villa

26951 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
Spruce Creek North 6362 SW 106TH PL, OCALA, FL, 34476, Ocala, FL 34476
$175,000

2 beds

|

2 baths

|

1,040 sq ft

|

House

6362 SW 106TH PL, OCALA, FL, 34476
Community: Spruce Creek North
Highland Lakes 26744 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

2,017 sq ft

|

House

26744 RACQUET CIR, LEESBURG, FL, 34748
Community: Highland Lakes
On Top of the World 8710 SW 96TH ST C, OCALA, FL, 34481, Ocala, FL 34481
$154,900

2 beds

|

2 baths

|

1,179 sq ft

|

Villa

8710 SW 96TH ST C, OCALA, FL, 34481
Community: On Top of the World
Sun City Center 2005 HEATHFIELD CIR 241, SUN CITY CENTER..., Sun City Center, FL 33573
$195,000

2 beds

|

2 baths

|

1,474 sq ft

|

Condo

2005 HEATHFIELD CIR 241, SUN CITY CENTER...
Community: Sun City Center
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
14921 TROPICAL VIOLET WAY, WIMAUMA, FL, ..., Wimauma, FL 33598
$310,000

4 beds

|

2 baths

|

1,820 sq ft

|

House

14921 TROPICAL VIOLET WAY, WIMAUMA, FL, ...
Del Webb Minneola 1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471..., Minneola, FL 34715
$619,250

2 beds

|

2 baths

|

1,976 sq ft

|

House

1313 ZESTY CITRUS LN, MINNEOLA, FL, 3471...
Community: Del Webb Minneola
Pine Run Estates 9940 SW 102ND LN, OCALA, FL, 34481, Ocala, FL 34481
$184,900

2 beds

|

2 baths

|

1,144 sq ft

|

House

9940 SW 102ND LN, OCALA, FL, 34481
Community: Pine Run Estates
Cindy Certified
6093 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$237,494

2 beds

|

2 baths

|

1,451 sq ft

|

House

6093 SW 96TH PL, OCALA, FL, 34476
Cindy Certified
6085 SW 96TH PL, OCALA, FL, 34476, Ocala, FL 34476
$262,499

3 beds

|

2 baths

|

1,615 sq ft

|

House

6085 SW 96TH PL, OCALA, FL, 34476
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.
Lakeside Landings 5368 COMPASS PT 202, OXFORD, FL, 34484, Oxford, FL 34484
$205,000

2 beds

|

2 baths

|

1,402 sq ft

|

Condo

5368 COMPASS PT 202, OXFORD, FL, 34484
Community: Lakeside Landings
Heritage Hills 3615 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711
$249,900

2 beds

|

2 baths

|

1,374 sq ft

|

Villa

3615 SOLANA CIR B, CLERMONT, FL, 34711
Community: Heritage Hills
Cindy Certified
5736 SW 116TH STREET RD, OCALA, FL, 3447..., Ocala, FL 34476
$420,000

4 beds

|

2 baths

|

2,365 sq ft

|

House

5736 SW 116TH STREET RD, OCALA, FL, 3447...
Tampa Bay Golf and Country Club 29204 PRINCEVILLE DR, SAN ANTONIO, FL, 3..., San Antonio, FL 33576
$319,900

3 beds

|

2 baths

|

1,481 sq ft

|

House

29204 PRINCEVILLE DR, SAN ANTONIO, FL, 3...
Cindy Certified
4590 BROOKSHIRE PL, LAKE WALES, FL, 3389..., Lake Wales, FL 33898
$369,000

5 beds

|

3 baths

|

2,302 sq ft

|

House

4590 BROOKSHIRE PL, LAKE WALES, FL, 3389...
Spruce Creek South 10707 SE 174TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$230,000

2 beds

|

2 baths

|

1,878 sq ft

|

House

10707 SE 174TH LOOP, SUMMERFIELD, FL, 34...
Community: Spruce Creek South
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
5811 SW 80TH LN, OCALA, FL, 34476, Ocala, FL 34476
$469,000

4 beds

|

4 baths

|

2,843 sq ft

|

House

5811 SW 80TH LN, OCALA, FL, 34476
Palms at Serenoa 3415 YELLOWTOP LOOP, CLERMONT, FL, 34714, Clermont, FL 34714
$397,000

3 beds

|

2 baths

|

1,700 sq ft

|

House

3415 YELLOWTOP LOOP, CLERMONT, FL, 34714
Community: Palms at Serenoa
Cindy Certified
344 ORIOLE AVE, SEBRING, FL, 33870, Sebring, FL 33870
$365,000

3 beds

|

3 baths

|

1,776 sq ft

|

House

344 ORIOLE AVE, SEBRING, FL, 33870
Spruce Creek Preserve 14366 SW 115TH CIR, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$249,900

2 beds

|

2 baths

|

1,496 sq ft

|

House

14366 SW 115TH CIR, DUNNELLON, FL, 34432
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
8310 PONCE DE LEON ST, LAKELAND, FL, 338..., Lakeland, FL 33810
$314,990

3 beds

|

2 baths

|

1,504 sq ft

|

House

8310 PONCE DE LEON ST, LAKELAND, FL, 338...
Heritage Hills 2823 MAYPORT ST, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

3 beds

|

3 baths

|

2,573 sq ft

|

House

2823 MAYPORT ST, CLERMONT, FL, 34711
Community: Heritage Hills
Tohoqua Reserve 2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3..., Kissimmee, FL 34744
$310,000

3 beds

|

2 baths

|

1,559 sq ft

|

Villa

2756 SUMMER RETREAT LN, KISSIMMEE, FL, 3...
Community: Tohoqua Reserve
Spruce Creek Country Club 13740 SE 86TH TER, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$239,000

2 beds

|

2 baths

|

1,736 sq ft

|

House

13740 SE 86TH TER, SUMMERFIELD, FL, 3449...
Stone Creek 7304 SW 94TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$389,000

3 beds

|

2 baths

|

2,258 sq ft

|

House

7304 SW 94TH AVE, OCALA, FL, 34481
Community: Stone Creek
Stone Creek 8332 SW 54TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$273,000

2 beds

|

2 baths

|

1,433 sq ft

|

House

8332 SW 54TH LOOP, OCALA, FL, 34481
Community: Stone Creek
Del Webb Oasis 15000 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787
$849,990

3 beds

|

4 baths

|

2,861 sq ft

|

House

15000 CANOPY COVER DR, WINTER GARDEN, FL...
Community: Del Webb Oasis
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Cindy Certified
4745 SW 83RD LOOP, OCALA, FL, 34476, Ocala, FL 34476
$269,000

3 beds

|

2 baths

|

1,482 sq ft

|

House

4745 SW 83RD LOOP, OCALA, FL, 34476
Del Webb Orlando 672 CORDOBA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$369,900

2 beds

|

2 baths

|

1,956 sq ft

|

House

672 CORDOBA DR, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Harbor Hills Country Club 39407 TREELINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$589,000

4 beds

|

4 baths

|

2,502 sq ft

|

House

39407 TREELINE DR, LADY LAKE, FL, 32159
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.
Royal Highlands 5925 BAG PIPE PL, LEESBURG, FL, 34748, Leesburg, FL 34748
$319,000

3 beds

|

2 baths

|

2,251 sq ft

|

House

5925 BAG PIPE PL, LEESBURG, FL, 34748
Community: Royal Highlands
Spruce Creek South 10337 SE 176TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$225,000

3 beds

|

2 baths

|

1,526 sq ft

|

House

10337 SE 176TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Cindy Certified
4200 MERCEDES ST, SEBRING, FL, 33872, Sebring, FL 33872
$295,000

3 beds

|

2 baths

|

1,400 sq ft

|

House

4200 MERCEDES ST, SEBRING, FL, 33872
Plantation at Leesburg 5047 EL DESTINO DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$185,000

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

5047 EL DESTINO DR, LEESBURG, FL, 34748
Harbor Hills Country Club 39905 BAYVIEW DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$279,900

2 beds

|

2 baths

|

1,598 sq ft

|

Villa

39905 BAYVIEW DR, LADY LAKE, FL, 32159
The Villages® 1451 LUCKETT CT, THE VILLAGES, FL, 32163, The Villages, FL 32163
$600,000

3 beds

|

2 baths

|

2,035 sq ft

|

House

1451 LUCKETT CT, THE VILLAGES, FL, 32163
Community: The Villages®
The Country Club of Mount Dora 8034 ARCADIAN CT, MOUNT DORA, FL, 32757, Mount Dora, FL 32757
$365,000

2 beds

|

2 baths

|

1,603 sq ft

|

House

8034 ARCADIAN CT, MOUNT DORA, FL, 32757
On Top of the World 9661 SW 95TH CT B, OCALA, FL, 34481, Ocala, FL 34481
$170,000

2 beds

|

2 baths

|

1,412 sq ft

|

Villa

9661 SW 95TH CT B, 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
Stonecrest 17399 SE 116TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$319,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

17399 SE 116TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Gatherings of Lake Nona 7545 LAUREATE BLVD 7404, ORLANDO, FL, 32..., Orlando, FL 32827
$414,990

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

7545 LAUREATE BLVD 7404, 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.

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