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Winter Garden, FL 55+ active adult communities & homes for sale - Page 23

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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Questions? Call us: (689) 407-5757
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
Sandpiper Golf & Country Club 6119 SANDPIPERS DR, LAKELAND, FL, 33809, Lakeland, FL 33809
$245,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

6119 SANDPIPERS DR, LAKELAND, FL, 33809
Marco Polo Village 11123 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$259,000

3 beds

|

2 baths

|

1,731 sq ft

|

House

11123 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
Sun City Center 2035 HEATHFIELD CIR # 256, SUN CITY CENT..., Sun City Center, FL 33573
$199,000

2 beds

|

2 baths

|

1,448 sq ft

|

Condo

2035 HEATHFIELD CIR # 256, SUN CITY CENT...
Community: Sun City Center
The Villages® 1802 PETUNIA LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$225,000

2 beds

|

2 baths

|

1,434 sq ft

|

Manufactured Home

1802 PETUNIA LN, THE VILLAGES, FL, 32159
Community: The Villages®
Cresswind at Victoria Gardens 1018 HERON POINT CIR, DELAND, FL, 32724, Deland, FL 32724
$425,000

4 beds

|

3 baths

|

2,091 sq ft

|

House

1018 HERON POINT CIR, DELAND, FL, 32724
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
On Top of the World 8635 SW 95TH ST B, OCALA, FL, 34481, Ocala, FL 34481
$144,000

2 beds

|

2 baths

|

1,484 sq ft

|

Villa

8635 SW 95TH ST B, OCALA, FL, 34481
Community: On Top of the World
Heritage Hills 3674 CALADESI RD, CLERMONT, FL, 34711, Clermont, FL 34711
$385,000

3 beds

|

2 baths

|

1,672 sq ft

|

House

3674 CALADESI RD, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3553 BELLAND CIR A, CLERMONT, FL, 34711, Clermont, FL 34711
$335,000

2 beds

|

2 baths

|

1,503 sq ft

|

Villa

3553 BELLAND CIR A, CLERMONT, FL, 34711
Community: Heritage Hills
Heritage Hills 3524 LITCHFIELD CT, CLERMONT, FL, 34711, Clermont, FL 34711
$495,000

4 beds

|

3 baths

|

2,293 sq ft

|

House

3524 LITCHFIELD CT, CLERMONT, FL, 34711
Community: Heritage Hills
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.
Stonecrest 12193 SE 175TH LOOP, SUMMERFIELD, FL, 34..., Summerfield, FL 34491
$332,000

2 beds

|

2 baths

|

1,647 sq ft

|

House

12193 SE 175TH LOOP, SUMMERFIELD, FL, 34...
Community: Stonecrest
Vienna Square 1703 LINZ CT, WINTER HAVEN, FL, 33884, Winter Haven, FL 33884
$259,000

2 beds

|

2 baths

|

1,164 sq ft

|

Villa

1703 LINZ CT, WINTER HAVEN, FL, 33884
Community: Vienna Square
On Top of the World 9805 SW 95TH LOOP, OCALA, FL, 34481, Ocala, FL 34481
$299,900

2 beds

|

2 baths

|

1,596 sq ft

|

House

9805 SW 95TH LOOP, OCALA, FL, 34481
Community: On Top of the World
Palms at Serenoa 17795 BLAZING STAR CIR, CLERMONT, FL, 34..., Clermont, FL 34714
$405,000

3 beds

|

2 baths

|

1,722 sq ft

|

House

17795 BLAZING STAR CIR, CLERMONT, FL, 34...
Community: Palms at Serenoa
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Marco Polo Village 10884 SW 53RD CIR, OCALA, FL, 34476, Ocala, FL 34476
$309,900

3 beds

|

2 baths

|

2,026 sq ft

|

House

10884 SW 53RD CIR, OCALA, FL, 34476
Community: Marco Polo Village
Lakes of Mount Dora 8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$939,000

4 beds

|

3 baths

|

3,551 sq ft

|

House

8065 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Highland Fairways 1967 LONG BOAT DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$260,000

2 beds

|

2 baths

|

1,955 sq ft

|

House

1967 LONG BOAT DR, LAKELAND, FL, 33810
Community: Highland Fairways
Spruce Creek Country Club 9063 SE 120TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$259,999

2 beds

|

2 baths

|

1,346 sq ft

|

House

9063 SE 120TH LOOP, SUMMERFIELD, FL, 344...
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 Lakes at Harmony 7480 WING SPAN WAY, HARMONY, FL, 34773, Harmony, FL 34773
$520,000

5 beds

|

4 baths

|

2,717 sq ft

|

House

7480 WING SPAN WAY, HARMONY, FL, 34773
The Villages® 1641 OSPREY AVE, THE VILLAGES, FL, 32162, The Villages, FL 32162
$311,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

1641 OSPREY AVE, THE VILLAGES, FL, 32162
Community: The Villages®
Arlington Ridge 26555 MANASSAS DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$399,900

3 beds

|

2 baths

|

1,888 sq ft

|

House

26555 MANASSAS DR, LEESBURG, FL, 34748
Community: Arlington Ridge
Valencia Lakes 16227 CAPE CORAL DR, WIMAUMA, FL, 33598, Wimauma, FL 33598
$449,500

4 beds

|

3 baths

|

2,419 sq ft

|

House

16227 CAPE CORAL DR, WIMAUMA, FL, 33598
Community: Valencia Lakes
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Royal Highlands 5133 LINKS LN, LEESBURG, FL, 34748, Leesburg, FL 34748
$297,900

3 beds

|

2 baths

|

1,701 sq ft

|

House

5133 LINKS LN, LEESBURG, FL, 34748
Community: Royal Highlands
Lakes at Laurel Highlands 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Heritage Landings 2756 GRANDBURY GROVE RD, LAKELAND, FL, 3..., Lakeland, FL 33811
$330,000

4 beds

|

2 baths

|

1,867 sq ft

|

House

2756 GRANDBURY GROVE RD, LAKELAND, FL, 3...
Community: Heritage Landings
Sun City Center 1324 EMERALD DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573
$350,000

3 beds

|

2 baths

|

1,860 sq ft

|

Condo

1324 EMERALD DUNES DR, SUN CITY CENTER, ...
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.
Lake Jovita Golf and Country Club 34303 SAHALEE LOOP, DADE CITY, FL, 33525, Dade City, FL 33525
$675,000

4 beds

|

3 baths

|

2,931 sq ft

|

House

34303 SAHALEE LOOP, DADE CITY, FL, 33525
The Villages® 7243 SE 172ND LEGACY LN, THE VILLAGES, F..., The Villages, FL 32162
$421,000

3 beds

|

2 baths

|

1,918 sq ft

|

House

7243 SE 172ND LEGACY LN, THE VILLAGES, F...
Community: The Villages®
On Top of the World 9770 SW 97TH PL, OCALA, FL, 34481, Ocala, FL 34481
$254,900

3 beds

|

3 baths

|

1,736 sq ft

|

House

9770 SW 97TH PL, OCALA, FL, 34481
Community: On Top of the World
SummerGlen 15705 SW 16TH TER, OCALA, FL, 34473, Ocala, FL 34473
$278,375

2 beds

|

2 baths

|

1,792 sq ft

|

House

15705 SW 16TH TER, OCALA, FL, 34473
Community: SummerGlen
The Villages® 602 JUANITA CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$434,900

2 beds

|

2 baths

|

1,776 sq ft

|

House

602 JUANITA CT, THE VILLAGES, FL, 32159
Community: The Villages®
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Oak Run 11741 SW 72ND CIR, OCALA, FL, 34476, Ocala, FL 34476
$274,900

3 beds

|

2 baths

|

1,544 sq ft

|

House

11741 SW 72ND CIR, OCALA, FL, 34476
Community: Oak Run
The Villages® 1306 PEDRO CT, THE VILLAGES, FL, 32159, The Villages, FL 32159
$300,000

3 beds

|

2 baths

|

1,533 sq ft

|

House

1306 PEDRO CT, THE VILLAGES, FL, 32159
Community: The Villages®
Stonecrest 12205 SE 173RD PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$268,800

3 beds

|

2 baths

|

1,475 sq ft

|

House

12205 SE 173RD PL, SUMMERFIELD, FL, 3449...
Community: Stonecrest
Spruce Creek Country Club 13103 SE 86TH CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$445,000

3 beds

|

2 baths

|

2,413 sq ft

|

House

13103 SE 86TH CT, SUMMERFIELD, FL, 34491
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.
High Vista at Ridgewood Lakes 642 VISTA OAKS WAY, DAVENPORT, FL, 33837, Davenport, FL 33837
$324,000

3 beds

|

2 baths

|

1,781 sq ft

|

House

642 VISTA OAKS WAY, DAVENPORT, FL, 33837
On Top of the World 9110 SW 96TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481
$289,900

3 beds

|

2 baths

|

2,329 sq ft

|

House

9110 SW 96TH COURT RD, OCALA, FL, 34481
Community: On Top of the World
Oak Run 10962 SW 69TH CIR, OCALA, FL, 34476, Ocala, FL 34476
$274,900

3 beds

|

2 baths

|

1,710 sq ft

|

House

10962 SW 69TH CIR, OCALA, FL, 34476
Community: Oak Run
Esplanade at Wiregrass Ranch 4798 ROSATTI RD, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543
$749,000

3 beds

|

3 baths

|

2,320 sq ft

|

House

4798 ROSATTI RD, WESLEY CHAPEL, FL, 3354...
Want to learn more about 55+ communities in Winter Garden? 55places can help!
Questions? Call us: (689) 407-5757
Del Webb Orlando 224 GRANADA LN, DAVENPORT, FL, 33837, Davenport, FL 33837
$439,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

224 GRANADA LN, DAVENPORT, FL, 33837
Community: Del Webb Orlando
Venetian Bay 2915 N ASCIANO CT, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$699,999

3 beds

|

3 baths

|

2,181 sq ft

|

House

2915 N ASCIANO CT, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay

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