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

3,551 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 - $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

<$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

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

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 - $800Ks

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

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

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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

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

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

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 - $700Ks

Valencia Lakes, Wimauma, FL

Resale Only | 55+ age-restricted | Built 2005 - 2019 | 1,631 homes

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

5 rating (8 reviews)

Royal Highlands

$200Ks - $500Ks

Royal Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes

3.8 rating (6 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)

VillageWalk at Lake Nona

$300Ks - $1Ms

VillageWalk at Lake Nona, Orlando, FL

Resale Only | Age-targeted | Built 2006 - 2016 | 1,300 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

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

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

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)

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

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

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

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

$100Ks - $300Ks

Pine Run Estates, Ocala, FL

Resale Only | 55+ age-restricted | Built 1981 - 1989 | 880 homes

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

5909 CORMORANT CT, LAKELAND, FL, 33809

Community: Sandpiper Golf & Country Club

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

Foxwood Lake Estates

5013 FOXWOOD BLVD, LAKELAND, FL, 33810, Lakeland, FL 33810

$175,000

2 beds

2 baths

1,056 sq ft

Manufactured Home

5013 FOXWOOD BLVD, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

Venetian Bay

3620 TRESTO ST, NEW SMYRNA BEACH, FL, 32..., New Smyrna Beach, FL 32168

$325,000

2 beds

3 baths

1,827 sq ft

Townhouse

3620 TRESTO ST, NEW SMYRNA BEACH, FL, 32...

Community: Venetian Bay

The Villages®

12312 NE 48TH LOOP, OXFORD, FL, 34484, Oxford, FL 34484

$289,900

4 beds

4 baths

1,912 sq ft

House

12312 NE 48TH LOOP, OXFORD, FL, 34484

Community: The Villages®

Palm Cay

10839 SW 78TH CT, OCALA, FL, 34476, Ocala, FL 34476

$229,000

3 beds

2 baths

1,404 sq ft

House

10839 SW 78TH CT, OCALA, FL, 34476

Community: Palm Cay

On Top of the World

9646 SW 92ND PLACE RD, OCALA, FL, 34481, Ocala, FL 34481

$230,900

2 beds

2 baths

1,517 sq ft

House

9646 SW 92ND PLACE RD, OCALA, FL, 34481

Community: On Top of the World

Traditions at Lake Ruby

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33..., Winter Haven, FL 33884

$369,000

3 beds

3 baths

2,032 sq ft

House

2733 ATTWATER LOOP, WINTER HAVEN, FL, 33...

Community: Traditions at Lake Ruby

On Top of the World

8530 SW 90TH ST C, OCALA, FL, 34481, Ocala, FL 34481

$150,000

2 beds

2 baths

1,375 sq ft

Villa

8530 SW 90TH ST C, OCALA, FL, 34481

Community: On Top of the World

Venetian Bay

3048 BORASSUS DR, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168

$600,000

3 beds

2 baths

2,214 sq ft

House

3048 BORASSUS DR, NEW SMYRNA BEACH, FL, ...

Community: Venetian Bay

Gatherings of Lake Nona

7565 LAUREATE BLVD UNIT 3308, ORLANDO, F..., Orlando, FL 32827

$379,000

2 beds

2 baths

1,368 sq ft

Condo

7565 LAUREATE BLVD UNIT 3308, ORLANDO, F...

Community: Gatherings of Lake Nona

Sun City Center

$122,500

2 beds

2 baths

960 sq ft

Condo

1901 CANTERBURY LN 19, SUN CITY CENTER, ...

Community: Sun City Center

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

The Villages®

$319,900

2 beds

2 baths

1,266 sq ft

House

335 LOGAN ST, THE VILLAGES, FL, 32163

Community: The Villages®

Latitude Margaritaville

154 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124

$389,000

2 beds

2 baths

1,308 sq ft

House

154 GYPSY PALACE LN, DAYTONA BEACH, FL, ...

Community: Latitude Margaritaville

Lake Ashton

4276 DUNMORE DR, LAKE WALES, FL, 33859, Lake Wales, FL 33859

$625,000

2 beds

2 baths

2,328 sq ft

House

4276 DUNMORE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Stonecrest

17520 SE 112TH AVE, SUMMERFIELD, FL, 344..., Summerfield, FL 34491

$329,000

2 beds

2 baths

1,402 sq ft

House

17520 SE 112TH AVE, SUMMERFIELD, FL, 344...

Community: Stonecrest

Highland Lakes

26740 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$225,000

2 beds

2 baths

1,293 sq ft

Villa

26740 CASH CT, LEESBURG, FL, 34748

Community: Highland Lakes

Tarawood

10494 S DREW BRYANT CIR, FLORAL CITY, FL..., Floral City, FL 34436

$269,900

3 beds

2 baths

1,185 sq ft

House

10494 S DREW BRYANT CIR, FLORAL CITY, FL...

Community: Tarawood

Ocala Preserve

3637 NW 56TH AVE, OCALA, FL, 34482, Ocala, FL 34482

$470,000

3 beds

4 baths

2,341 sq ft

House

3637 NW 56TH AVE, OCALA, FL, 34482

Community: Ocala Preserve

Sun City Center

$225,000

2 beds

2 baths

1,378 sq ft

Condo

2035 HAMPSTEAD CIR # 275, SUN CITY CENTE...

Community: Sun City Center

Stone Creek

9395 SW 70TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$477,000

3 beds

3 baths

2,280 sq ft

House

9395 SW 70TH LOOP, OCALA, FL, 34481

Community: Stone Creek

Quail Meadow

4886 NW 30TH PL, OCALA, FL, 34482, Ocala, FL 34482

$319,900

3 beds

2 baths

1,442 sq ft

House

4886 NW 30TH PL, OCALA, FL, 34482

Community: Quail Meadow

Want to learn more about 55+ communities in Winter Garden, FL? 55places can help!

Questions? Call us: (689) 407-5757

Stone Creek

9090 SW 73RD LN, OCALA, FL, 34481, Ocala, FL 34481

$339,900

2 beds

2 baths

1,708 sq ft

House

9090 SW 73RD LN, OCALA, FL, 34481

Community: Stone Creek

Cresswind at Victoria Gardens

115 HERON POINT WAY, DELAND, FL, 32724, Deland, FL 32724

$369,000

3 beds

2 baths

1,773 sq ft

House

115 HERON POINT WAY, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

Ocala Palms

5366 NW 21ST LOOP, OCALA, FL, 34482, Ocala, FL 34482

$285,000

2 beds

92 baths

1,569 sq ft

House

5366 NW 21ST LOOP, OCALA, FL, 34482

Community: Ocala Palms

Stone Creek

9439 SW 71ST LOOP, OCALA, FL, 34481, Ocala, FL 34481

$489,000

3 beds

2 baths

2,413 sq ft

House

9439 SW 71ST LOOP, OCALA, FL, 34481

Community: Stone Creek

Pelican Bay Daytona Beach

176 PALM SPARROW CT, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32119

$325,000

2 beds

2 baths

1,335 sq ft

House

176 PALM SPARROW CT, DAYTONA BEACH, FL, ...

Community: Pelican Bay Daytona Beach

Sun City Center

$324,900

2 beds

2 baths

1,660 sq ft

Condo

2263 SIFIELD GREENS WAY # 2263, SUN CITY...

Community: Sun City Center

Solivita

188 OLYMPUS WAY, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$299,999

2 beds

2 baths

1,250 sq ft

House

188 OLYMPUS WAY, KISSIMMEE, FL, 34759

Community: Solivita

On Top of the World

9224 SW 86TH PL, OCALA, FL, 34481, Ocala, FL 34481

$499,750

3 beds

3 baths

2,686 sq ft

House

9224 SW 86TH PL, OCALA, FL, 34481

Community: On Top of the World

Ocala Palms

5543 NW 25TH LOOP, OCALA, FL, 34482, Ocala, FL 34482

$299,700

3 beds

2 baths

1,676 sq ft

House

5543 NW 25TH LOOP, OCALA, FL, 34482

Community: Ocala Palms

Ocala Palms

2111 NW 58TH CT, OCALA, FL, 34482, Ocala, FL 34482

$285,000

3 beds

2 baths

1,555 sq ft

House

2111 NW 58TH CT, OCALA, FL, 34482

Villa

2301 DATURA LOOP, SAINT CLOUD, FL, 34772

Community: Twin Lakes

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Frequently Asked Questions

What size 55+ communities are there in Winter Garden?

In Winter Garden, there are no large communities, no medium communities, and 2 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winter Garden?

The smallest 55+ communities in Winter Garden has 163 homes, the largest has 422 homes, and the average communities consists of 292 homes.

Are there new 55+ homes available in Winter Garden?

Yes, there are new 55+ homes available in Winter Garden. The most recent communities started in Winter Garden include Overture Hamlin, Del Webb Oasis. There are also 2 communities in Winter Garden that offer new construction homes, including Overture Hamlin, Del Webb Oasis.

Are there gated 55+ communities in Winter Garden?

Yes, there is gated 55+ communities in Winter Garden. Approximately 50.0% of 55+ communities in the area are gated. For instance, Del Webb Oasis is a gated communities with 422 homes.

Want more information about active adult communities around Winter Garden?

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3,551 homes near Winter Garden

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

109 communities near Winter Garden

3,551 homes near Winter Garden

3 beds

2 baths

1,640 sq ft

House

3 beds

2 baths

1,640 sq ft

House

2 beds

2 baths

1,321 sq ft

House

2 beds

2 baths

1,321 sq ft

House

3 beds

2 baths

1,640 sq ft

House

2 beds

2 baths

1,056 sq ft

Manufactured Home

2 beds

3 baths

1,827 sq ft

Townhouse

4 beds

4 baths

1,912 sq ft

House

3 beds

2 baths

1,404 sq ft

House

2 beds

2 baths

1,517 sq ft

House

3 beds

3 baths

2,032 sq ft

House

2 beds

2 baths

1,375 sq ft

Villa

3 beds

2 baths

2,214 sq ft

House

2 beds

2 baths

1,368 sq ft

Condo

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,266 sq ft

House

2 beds

2 baths

1,308 sq ft

House

2 beds

2 baths

2,328 sq ft

House

2 beds

2 baths

1,402 sq ft

House

2 beds