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Winter Garden, FL 55+ active adult communities & homes for sale - Page 33

3,517 homes near Winter Garden

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5 rating (1 reviews) Del Webb Oasis
$400Ks - $900Ks
Del Webb Oasis, Winter Garden, FL
New Construction | 55+ age-restricted | Built 2020 - present | 422 homes
4 rating (17 reviews) The Villages®
<$100k - $2Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.1 rating (55 reviews) On Top of the World
$100Ks - $700Ks
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
<$100k - $500Ks
Sun City Center, Sun City Center, FL
Resale Only | 55+ age-restricted | Built 1961 - 2018 | 9,500 homes
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
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3.6 rating (48 reviews) Latitude Margaritaville
$300Ks - $900Ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
4.2 rating (10 reviews) Stone Creek
$200Ks - $900Ks
Stone Creek, Ocala, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 3,800 homes
4.1 rating (29 reviews) Oak Run
$100Ks - $500Ks
Oak Run, Ocala, FL
Resale Only | 55+ age-restricted | Built 1985 - 2007 | 3,509 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$200Ks - $500Ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 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 (2 reviews) Plantation at Leesburg
$100Ks - $500Ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
5 rating (3 reviews) Stonecrest
$200Ks - $500Ks
Stonecrest, Summerfield, FL
New and Resale | 55+ age-restricted | Built 1990 - present | 2,200 homes
5 rating (7 reviews) Kings Ridge
$200Ks - $400Ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 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
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Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.6 rating (5 reviews) Ocala Preserve
$200Ks - $600Ks
Ocala Preserve, Ocala, FL
New and Resale | 55+ age-restricted | Built 2014 - present | 1,800 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
4.7 rating (11 reviews) Valencia Lakes
$200Ks - $600Ks
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.
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
5 rating (3 reviews) Lake Ashton
$200Ks - $800Ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
Venetian Bay
$200Ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200Ks - $600Ks
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 (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
4 rating (7 reviews) Tampa Bay Golf and Countr...
$200Ks - $400Ks
Tampa Bay Golf and Countr..., San Antonio, FL
Resale Only | 55+ age-restricted | Built 1994 - 2015 | 1,336 homes
5 rating (1 reviews) Del Webb Sunbridge
$300Ks - $1Ms
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) VillageWalk at Lake Nona
$300Ks - $1Ms
VillageWalk at Lake Nona, Orlando, FL
Resale Only | Age-targeted | Built 2006 - 2016 | 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.
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) Sandpiper Golf & Coun...
$200Ks - $400Ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
3.6 rating (5 reviews) Heritage Hills
$200Ks - $500Ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Ocala Palms
$100Ks - $400Ks
Ocala Palms, Ocala, FL
Resale Only | 55+ age-restricted | Built 1994 - 1997 | 1,076 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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
$100Ks - $400Ks
SummerGlen, Ocala, FL
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 1,024 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
Breakaway Trails
$400Ks - $800Ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 homes
4 rating (4 reviews) Lakes of Mount Dora
$400Ks - $900Ks
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 (2 reviews) Harbor Hills Country Club
$200Ks - $1Ms
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
4.8 rating (6 reviews) Highland Lakes
$100Ks - $300Ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
4.4 rating (16 reviews) Del Webb Orlando
$300Ks - $400Ks
Del Webb Orlando, Davenport, FL
Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 homes
Pine Run Estates
<$100k - $300Ks
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
Lake Jovita Golf and Coun...
$300Ks - $1Ms
Lake Jovita Golf and Coun..., Dade City, FL
New and Resale | Age-targeted | Built 1999 - present | 875 homes
Esplanade at Wiregrass Ra...
$400Ks - $1Ms
Esplanade at Wiregrass Ra..., Wesley Chapel, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes
Trilogy® Orlando 615 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$395,000

2 beds

|

3 baths

|

2,009 sq ft

|

House

615 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
On Top of the World 8457 SW 97TH CIR, OCALA, FL, 34481, Ocala, FL 34481
$444,900

2 beds

|

2 baths

|

2,097 sq ft

|

House

8457 SW 97TH CIR, OCALA, FL, 34481
Community: On Top of the World
Spruce Creek Country Club 12176 SE 91ST AVE, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$328,000

3 beds

|

2 baths

|

2,120 sq ft

|

House

12176 SE 91ST AVE, SUMMERFIELD, FL, 3449...
Valencia Ridge 3915 CORSICA PL, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$973,900

4 beds

|

5 baths

|

3,139 sq ft

|

House

3915 CORSICA PL, WESLEY CHAPEL, FL, 3354...
Community: Valencia Ridge
Colonnades 1618 BIRCHWOOD LOOP, LAKELAND, FL, 33811, Lakeland, FL 33811
$259,900

2 beds

|

2 baths

|

1,579 sq ft

|

House

1618 BIRCHWOOD LOOP, LAKELAND, FL, 33811
Community: Colonnades
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sandpiper Golf & Country Club 6054 CRANE DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$335,000

3 beds

|

2 baths

|

1,915 sq ft

|

House

6054 CRANE DR, LAKELAND, FL, 33809
Latitude Margaritaville 279 LATITUDE DR, DAYTONA BEACH, FL, 3212..., Daytona Beach, FL 32124
$419,900

2 beds

|

2 baths

|

1,205 sq ft

|

House

279 LATITUDE DR, DAYTONA BEACH, FL, 3212...
The Villages® 852 SAPPHIRE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$355,000

3 beds

|

2 baths

|

1,407 sq ft

|

Villa

852 SAPPHIRE PL, THE VILLAGES, FL, 32163
Community: The Villages®
On Top of the World 8661 SW 76TH LN, OCALA, FL, 34481, Ocala, FL 34481
$224,900

2 beds

|

2 baths

|

1,226 sq ft

|

House

8661 SW 76TH LN, OCALA, FL, 34481
Community: On Top of the World
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.
Valencia Lakes 16113 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$439,000

4 beds

|

3 baths

|

2,467 sq ft

|

House

16113 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Del Webb Orlando 280 DEL SOL AVE, DAVENPORT, FL, 33837, Davenport, FL 33837
$474,000

3 beds

|

2 baths

|

2,365 sq ft

|

House

280 DEL SOL AVE, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Heritage - The Cottages of Sanders Grove 6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3..., Okahumpka, FL 34762
$314,900

3 beds

|

2 baths

|

1,788 sq ft

|

House

6342 SANDERS GROVE CIR, OKAHUMPKA, FL, 3...
Venetian Bay 2820 ISLES WAY, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168
$442,500

3 beds

|

3 baths

|

2,203 sq ft

|

Townhouse

2820 ISLES WAY, NEW SMYRNA BEACH, FL, 32...
Community: Venetian Bay
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Spruce Creek Country Club 13324 SE 91ST COURT RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$408,000

3 beds

|

2 baths

|

1,870 sq ft

|

House

13324 SE 91ST COURT RD, SUMMERFIELD, FL,...
Del Webb Orlando 333 ALMANSA ST, DAVENPORT, FL, 33837, Davenport, FL 33837
$354,900

2 beds

|

2 baths

|

1,655 sq ft

|

House

333 ALMANSA ST, DAVENPORT, FL, 33837
Community: Del Webb Orlando
On Top of the World 8290 SW 92ND CIR, OCALA, FL, 34481, Ocala, FL 34481
$599,999

3 beds

|

3 baths

|

2,893 sq ft

|

House

8290 SW 92ND CIR, OCALA, FL, 34481
Community: On Top of the World
Lake Ashton 4063 BIRKDALE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$300,000

2 beds

|

2 baths

|

1,530 sq ft

|

House

4063 BIRKDALE DR, LAKE WALES, FL, 33859
Community: Lake Ashton
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® 870 TREVINO TER, THE VILLAGES, FL, 32159, The Villages, FL 32159
$315,000

2 beds

|

2 baths

|

1,087 sq ft

|

Villa

870 TREVINO TER, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 3349 COUNTRYSIDE PATH, THE VILLAGES, FL,..., The Villages, FL 32163
$385,000

3 beds

|

2 baths

|

1,855 sq ft

|

House

3349 COUNTRYSIDE PATH, THE VILLAGES, FL,...
Community: The Villages®
Sandpiper Golf & Country Club 669 EAGLE RUN, LAKELAND, FL, 33809, Lakeland, FL 33809
$285,000

2 beds

|

2 baths

|

1,321 sq ft

|

House

669 EAGLE RUN, LAKELAND, FL, 33809
Pine Run Estates 10040 SW 98TH AVE, OCALA, FL, 34481, Ocala, FL 34481
$168,000

2 beds

|

2 baths

|

1,144 sq ft

|

House

10040 SW 98TH AVE, OCALA, FL, 34481
Community: Pine Run Estates
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Sun City Center 9712 SAGE CREEK DR, RUSKIN, FL, 33573, Ruskin, FL 33573
$350,000

4 beds

|

2 baths

|

1,936 sq ft

|

House

9712 SAGE CREEK DR, RUSKIN, FL, 33573
Community: Sun City Center
On Top of the World 7819 SW 84TH LOOP, OCALA, FL, 34476, Ocala, FL 34476
$369,900

3 beds

|

2 baths

|

2,118 sq ft

|

House

7819 SW 84TH LOOP, OCALA, FL, 34476
Community: On Top of the World
Latitude Margaritaville 613 GOOD LIFE WAY, DAYTONA BEACH, FL, 32..., Daytona Beach, FL 32124
$345,000

2 beds

|

2 baths

|

1,204 sq ft

|

House

613 GOOD LIFE WAY, DAYTONA BEACH, FL, 32...
Stonecrest 11108 SE 170TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$595,000

3 beds

|

2 baths

|

2,195 sq ft

|

House

11108 SE 170TH PL, SUMMERFIELD, FL, 3449...
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.
New Sun City Center 1613 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$529,000

3 beds

|

4 baths

|

2,547 sq ft

|

House

1613 EMERALD DUNES DR, SUN CITY CENTER, ...
Community: Sun City Center
Sun City Center 657 FORT DUQUESNA DR, SUN CITY CENTER, F..., Sun City Center, FL 33573
$299,999

2 beds

|

2 baths

|

1,647 sq ft

|

House

657 FORT DUQUESNA DR, SUN CITY CENTER, F...
Community: Sun City Center
Latitude Margaritaville 745 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$619,900

2 beds

|

2 baths

|

1,922 sq ft

|

House

745 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Trilogy® Orlando 602 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$589,999

2 beds

|

3 baths

|

1,900 sq ft

|

House

602 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
Valencia del Sol 4920 SEVILLA SHORES DR, WIMAUMA, FL, 335..., Wimauma, FL 33598
$515,000

3 beds

|

3 baths

|

2,252 sq ft

|

House

4920 SEVILLA SHORES DR, WIMAUMA, FL, 335...
Community: Valencia del Sol
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Stonecrest 16896 SE 110TH COURT RD, SUMMERFIELD, FL..., Summerfield, FL 34491
$381,000

3 beds

|

2 baths

|

1,951 sq ft

|

House

16896 SE 110TH COURT RD, SUMMERFIELD, FL...
Community: Stonecrest
Stonecrest 11396 SE 178TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$357,000

3 beds

|

3 baths

|

1,735 sq ft

|

Villa

11396 SE 178TH PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 9811 SE 138TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$325,000

2 beds

|

2 baths

|

1,858 sq ft

|

House

9811 SE 138TH LOOP, SUMMERFIELD, FL, 344...
Trilogy® Orlando 251 SILVER MAPLE RD, GROVELAND, FL, 3473..., Groveland, FL 34736
$419,000

2 beds

|

2 baths

|

1,900 sq ft

|

House

251 SILVER MAPLE RD, GROVELAND, FL, 3473...
Community: Trilogy® Orlando
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 Preserve 11284 SW 139TH PL, DUNNELLON, FL, 34432, Dunnellon, FL 34432
$330,000

3 beds

|

2 baths

|

2,319 sq ft

|

House

11284 SW 139TH PL, DUNNELLON, FL, 34432
Stonecrest 17414 SE 123RD TER, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$355,000

3 beds

|

2 baths

|

1,914 sq ft

|

House

17414 SE 123RD TER, SUMMERFIELD, FL, 344...
Community: Stonecrest
The Villages® 1208 TARPON LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$264,500

2 beds

|

2 baths

|

1,583 sq ft

|

House

1208 TARPON LN, THE VILLAGES, FL, 32159
Community: The Villages®
Stonecrest 17786 SE 119TH AVENUE RD, SUMMERFIELD, F..., Summerfield, FL 34491
$379,000

3 beds

|

2 baths

|

1,733 sq ft

|

House

17786 SE 119TH AVENUE RD, SUMMERFIELD, F...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Southshore Bay 16830 ANCHOR ROOT ST, WIMAUMA, FL, 33598, Wimauma, FL 33598
$449,900

3 beds

|

3 baths

|

2,128 sq ft

|

House

16830 ANCHOR ROOT ST, WIMAUMA, FL, 33598
Community: Southshore Bay
Solivita 100 MERIDIAN AVE, POINCIANA, FL, 34759, Poinciana, FL 34759
$299,000

2 beds

|

2 baths

|

1,840 sq ft

|

House

100 MERIDIAN AVE, POINCIANA, FL, 34759
Community: Solivita

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