Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

109 communities near Winter Garden

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Four Seasons at Orlando

$300ks - $600ks

Four Seasons at Orlando, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2017 - present | 557 homes

5 rating (1 reviews)

Palm Cay

$100ks - $200ks

Palm Cay, Ocala, FL

Resale Only | 55+ age-restricted | Built 1985 - 1992 | 795 homes

3.8 rating (5 reviews)

Traditions at Lake Ruby

$200ks - $300ks

Traditions at Lake Ruby, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2005 - 2020 | 552 homes

4.4 rating (16 reviews)

Del Webb Orlando

$200ks - $500ks

Del Webb Orlando, Davenport, FL

Resale Only | 55+ age-restricted | Built 2007 - 2021 | 937 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

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

Questions? Call us: (689) 407-5757

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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

4.8 rating (6 reviews)

Highland Lakes

$100ks - $200ks

Highland Lakes, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes

Foxwood Lake Estates

$100ks - $200ks

Foxwood Lake Estates, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes

Colonnades

$100ks - $200ks

Colonnades, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1985 - 1994 | 360 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)

Valencia del Sol

$300ks - $700ks

Valencia del Sol, Wimauma, FL

New Construction | 55+ age-restricted | Built 2017 - present | 565 homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Highland Fairways

$100ks - $300ks

Highland Fairways, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes

Breakaway Trails

$400ks - $800ks

Breakaway Trails, Ormond Beach, FL

New and Resale | Age-targeted | Built 1985 - present | 976 homes

JB Ranch

$300ks

JB Ranch, Ocala, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 346 homes

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

Questions? Call us: (689) 407-5757

Scottish Highlands

$100ks - $200ks

Scottish Highlands, Leesburg, FL

Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes

Mirada

$300ks - $500ks

Mirada, San Antonio, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 858 homes

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

Questions? Call us: (689) 407-5757

Summer Trees

$200ks - $400ks

Summer Trees, Port Orange, FL

Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes

Majestic Oaks Ocala

$200ks - $300ks

Majestic Oaks Ocala, Ocala, FL

New and Resale | Age-targeted | Built 1990 - present | 599 homes

The Country Club of Mount...

$200ks - $1Ms

The Country Club of Mount..., Mount Dora, FL

Resale Only | Age-targeted | Built 1991 - 2005 | 827 homes

The Lakes at Harmony

$200ks - $400ks

The Lakes at Harmony, Harmony, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes

Tohoqua Reserve

$300ks - $600ks

Tohoqua Reserve, Kissimmee, FL

New Construction | 55+ age-restricted | Built 2021 - present | 258 homes

5 rating (1 reviews)

Del Webb Oasis

$400ks - $700ks

Del Webb Oasis, Winter Garden, FL

New Construction | 55+ age-restricted | Built 2020 - present | 422 homes

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

Questions? Call us: (689) 407-5757

Quail Meadow

$200ks - $400ks

Quail Meadow, Ocala, FL

Resale Only | 55+ age-restricted | Built 1988 - 2006 | 460 homes

Lake James

$300ks

Lake James, Lakeland, FL

New and Resale | 55+ age-restricted | Built 2004 - present | 216 homes

5 rating (1 reviews)

VillageWalk at Lake Nona

$300ks - $700ks

VillageWalk at Lake Nona, Orlando, FL

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

Lakeside Landings

$100ks - $300ks

Lakeside Landings, Oxford, FL

New and Resale | Age-targeted | Built 2005 - present | 700 homes

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

Questions? Call us: (689) 407-5757

3.9 rating (7 reviews)

Summit Greens

$300ks - $400ks

Summit Greens, Clermont, FL

Resale Only | 55+ age-restricted | Built 2001 - 2019 | 769 homes

5 rating (1 reviews)

Spruce Creek North

$100ks - $300ks

Spruce Creek North, Ocala, FL

Resale Only | 55+ age-restricted | Built 1987 - 1998 | 400 homes

Esplanade at Wiregrass Ra...

$400ks - $500ks

Esplanade at Wiregrass Ra..., Wesley Chapel, FL

New and Resale | 55+ age-restricted | Built 2019 - present | 868 homes

Marco Polo Village

$200ks - $300ks

Marco Polo Village, Ocala, FL

New and Resale | 55+ age-restricted | Built 1998 - present | 261 homes

Del Webb Minneola

$400ks - $700ks

Del Webb Minneola, Minneola, FL

New Construction | 55+ age-restricted | Built 2020 - present

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

Questions? Call us: (689) 407-5757

5 rating (4 reviews)

Carillon Lakes

$200ks - $400ks

Carillon Lakes, Lakeland, FL

Resale Only | Age-targeted | Built 2000 - 2006 | 650 homes

Huntington at Hunter's Ri...

$300ks

Huntington at Hunter's Ri..., Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2015 - present | 326 homes

Lakes at Laurel Highlands

$200ks - $300ks

Lakes at Laurel Highlands, Lakeland, FL

New Construction | Age-targeted | Built 2017 - present | 65 homes

Cresswind DeLand

$300ks - $500ks

Cresswind DeLand, DeLand, FL

New Construction | 55+ age-restricted | Built 2023 - present | 600 homes

Liberty Village

$300ks - $400ks

Liberty Village, Ocala, FL

New and Resale | 55+ age-restricted | Built 2023 - present | 100 homes

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

Questions? Call us: (689) 407-5757

Encore at Fishhawk Ranch

$200ks - $500ks

Encore at Fishhawk Ranch, Lithia, FL

New and Resale | 55+ age-restricted | Built 2016 - present | 240 homes

4 rating (4 reviews)

High Vista at Ridgewood L...

$200ks - $300ks

High Vista at Ridgewood L..., Davenport, FL

Resale Only | 55+ age-restricted | Built 1995 - 2005 | 623 homes

Gatherings of Lake Nona

$300ks - $400ks

Gatherings of Lake Nona, Orlando, FL

New and Resale | 55+ age-restricted | Built 2017 - present | 216 homes

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

Questions? Call us: (689) 407-5757

Carlsberg Estates on Lake...

$200ks

Carlsberg Estates on Lake..., Lake Wales, FL

Resale Only | 55+ age-restricted | Built 1998 - 2006 | 162 homes

Vienna Square

$100ks - $200ks

Vienna Square, Winter Haven, FL

New and Resale | 55+ age-restricted | Built 2007 - present | 181 homes

33012 PENNBROOKE PKWY, LEESBURG, FL, 347...

Community: Pennbrooke Fairways

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

Questions? Call us: (689) 407-5757

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

Questions? Call us: (689) 407-5757

New On Top of the World

8830 SW 98TH PL L, OCALA, FL, 34481, Ocala, FL 34481

$182,000

2 beds

3 baths

1,764 sq ft

Condo

8830 SW 98TH PL L, OCALA, FL, 34481

Community: On Top of the World

New Lakeside Landings

5105 JAREDS LANDING WAY, OXFORD, FL, 344..., Oxford, FL 34484

$629,900

3 beds

2 baths

2,326 sq ft

House

5105 JAREDS LANDING WAY, OXFORD, FL, 344...

Community: Lakeside Landings

New The Villages®

2351 PINE RIDGE ST, THE VILLAGES, FL, 32..., The Villages, FL 32162

$282,500

2 beds

2 baths

1,156 sq ft

Villa

2351 PINE RIDGE ST, THE VILLAGES, FL, 32...

Community: The Villages®

New Pine Run Estates

10061 SW 100TH AVE, OCALA, FL, 34481, Ocala, FL 34481

$172,000

2 beds

2 baths

1,144 sq ft

House

10061 SW 100TH AVE, OCALA, FL, 34481

3470 SAGEBRUSH ST, HARMONY, FL, 34773

Community: The Lakes at Harmony

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

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New Plantation at Leesburg

4721 TARA VIEW RD, LEESBURG, FL, 34748, Leesburg, FL 34748

$314,900

3 beds

2 baths

1,979 sq ft

House

4721 TARA VIEW RD, LEESBURG, FL, 34748

Community: Plantation at Leesburg

New The Villages®

2839 LARRANAGA DR, THE VILLAGES, FL, 321..., The Villages, FL 32162

$825,000

4 beds

3 baths

2,602 sq ft

House

2839 LARRANAGA DR, THE VILLAGES, FL, 321...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

New Sun City Center

1021 AUGUSTA DR, SUN CITY CENTER, FL, 33..., Sun City Center, FL 33573

$288,500

3 beds

2 baths

1,757 sq ft

House

1021 AUGUSTA DR, SUN CITY CENTER, FL, 33...

Community: Sun City Center

New The Villages®

7814 SE 166TH SMALLWOOD PL, THE VILLAGES..., The Villages, FL 32162

$410,000

3 beds

2 baths

2,237 sq ft

House

7814 SE 166TH SMALLWOOD PL, THE VILLAGES...

Community: The Villages®

New Heritage Hills

3538 FAIRWATERS CT B, CLERMONT, FL, 3471..., Clermont, FL 34711

$315,000

2 beds

2 baths

1,374 sq ft

Villa

3538 FAIRWATERS CT B, CLERMONT, FL, 3471...

Community: Heritage Hills

New Sun City Center

1102 HAREFIELD CIR, SUN CITY CENTER, FL,..., Sun City Center, FL 33573

$135,000

2 beds

2 baths

1,390 sq ft

Condo

1102 HAREFIELD CIR, SUN CITY CENTER, FL,...

Community: Sun City Center

New The Villages®

2713 CASTILLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162

$310,000

2 beds

2 baths

1,534 sq ft

House

2713 CASTILLO DR, THE VILLAGES, FL, 3216...

Community: The Villages®

New Valencia Ridge

32623 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543

$719,900

3 beds

3 baths

2,209 sq ft

House

32623 NEROLI ST, WESLEY CHAPEL, FL, 3354...

House

670 WOODBRIDGE WAY, THE VILLAGES, FL, 32...

Community: The Villages®

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

Questions? Call us: (689) 407-5757

New The Villages®

1020 DUSTIN DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$162,900

2 beds

2 baths

1,240 sq ft

Manufactured Home

1020 DUSTIN DR, LADY LAKE, FL, 32159

Community: The Villages®

New Stone Creek

5362 SW 86TH COURT RD, OCALA, FL, 34481, Ocala, FL 34481

$324,960

2 beds

2 baths

1,405 sq ft

House

5362 SW 86TH COURT RD, OCALA, FL, 34481

Community: Stone Creek

New Valencia Ridge

32616 NEROLI ST, WESLEY CHAPEL, FL, 3354..., Wesley Chapel, FL 33543

$676,900

3 beds

3 baths

2,450 sq ft

House

32616 NEROLI ST, WESLEY CHAPEL, FL, 3354...

Community: Valencia Ridge

New Kings Ridge

2302 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711

$330,000

3 beds

2 baths

1,705 sq ft

House

2302 EDMONTON CT, CLERMONT, FL, 34711

Community: Kings Ridge

New Foxwood Lake Estates

1679 FOXWAY DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$165,000

2 beds

2 baths

1,248 sq ft

Manufactured Home

1679 FOXWAY DR, LAKELAND, FL, 33810

House

3040 BATALLY CT, THE VILLAGES, FL, 32162

Community: The Villages®

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

Questions? Call us: (689) 407-5757

New Oak Run

5706 SW 71ST AVE, OCALA, FL, 34474, Ocala, FL 34474

$409,915

4 beds

3 baths

2,420 sq ft

House

5706 SW 71ST AVE, OCALA, FL, 34474

Community: Oak Run

New Pelican Bay Daytona Beach

636 BROWN PELICAN DR, DAYTONA BEACH, FL,..., Daytona Beach, FL 32119

$239,900

3 beds

2 baths

1,628 sq ft

Townhouse

636 BROWN PELICAN DR, DAYTONA BEACH, FL,...

Community: Pelican Bay Daytona Beach

New On Top of the World

8681 SW 93RD PL B, OCALA, FL, 34481, Ocala, FL 34481

$179,900

2 beds

2 baths

1,409 sq ft

Villa

8681 SW 93RD PL 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

New On Top of the World

8641 SW 99TH CIR, OCALA, FL, 34481, Ocala, FL 34481

$585,665

3 beds

2 baths

2,678 sq ft

House

8641 SW 99TH CIR, OCALA, FL, 34481

Community: On Top of the World

New Palm Cay

8172 SW 107TH PL, OCALA, FL, 34481, Ocala, FL 34481

$189,900

2 beds

2 baths

864 sq ft

House

8172 SW 107TH PL, OCALA, FL, 34481

Community: Palm Cay

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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109 communities

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 2

109 communities near Winter Garden

3,701 homes near Winter Garden

2 beds

2 baths

1,281 sq ft

Condo

2 beds

2 baths

1,230 sq ft

House

3 beds

2 baths

2,449 sq ft

House

2 beds

2 baths

1,093 sq ft

Villa

3 beds

2 baths

1,718 sq ft

House

2 beds

3 baths

1,764 sq ft

Condo

3 beds

2 baths

2,326 sq ft

House

2 beds

2 baths

1,156 sq ft

Villa

2 beds

2 baths

1,144 sq ft

House

3 beds

2 baths

1,848 sq ft

House

2 beds

3 baths

2,139 sq ft

House

2 beds

3 baths

2,160 sq ft

House

2 beds

2 baths

1,426 sq ft

House

3 beds

2 baths

1,979 sq ft

House

4 beds

3 baths

2,602 sq ft

House

3 beds

2 baths

1,757 sq ft

House

3 beds

2 baths

2,237 sq ft

House

2 beds

2 baths

1,374 sq ft

Villa

2 beds

2 baths

1,390 sq ft

Condo

2 beds