Winter Garden, FL 55+ active adult communities & homes for sale - Page 3

110 communities near Winter Garden

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Lake Henry Estates

$100ks - $300ks

Lake Henry Estates, Haines City, FL

Resale Only | 55+ age-restricted | Built 1992 - 2004 | 280 homes

1 rating (1 reviews)

Windermere

$100ks - $200ks

Windermere, Inverness, FL

Resale Only | Age-targeted | Built 1989 - present | 180 homes

5 rating (4 reviews)

Carillon Lakes

$200ks - $400ks

Carillon Lakes, Lakeland, FL

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

2 rating (1 reviews)

Heritage Landings

$200ks - $300ks

Heritage Landings, Lakeland, FL

New Construction | 55+ age-restricted | Built 2017 - 2020 | 65 homes

Carlsberg Estates on Lake...

$200ks

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

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

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

Questions? Call us: (689) 407-5757

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5 rating (1 reviews)

Silver Lakes

$100ks - $300ks

Silver Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1996 - 2001 | 148 homes

Encore at Fishhawk Ranch

$200ks - $500ks

Encore at Fishhawk Ranch, Lithia, FL

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

Alhambra Villas Condomini...

$100ks - $200ks

Alhambra Villas Condomini..., DeLand, FL

Resale Only | 55+ age-restricted | Built 1970 - 1972 | 60 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.

Tarawood

$200ks

Tarawood, Floral City, FL

New and Resale | 55+ age-restricted | Built 1990 - present | 150 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.

El Dorado

$400ks - $600ks

El Dorado, Ocala, FL

Resale Only | Age-targeted | Built 1978 - 2003 | 56 homes

Heritage - The Cottages o...

$300ks

Heritage - The Cottages o..., Okahumpka, FL

New Construction | 55+ age-restricted | Built 2022 - present | 179 homes

Enclave at VillageWalk

$700ks - $1Ms

Enclave at VillageWalk, Orlando, FL

Resale Only | Age-targeted | Built 2015 - 2021 | 144 homes

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

Questions? Call us: (689) 407-5757

Royal Palm

$200ks - $300ks

Royal Palm, Port Orange, FL

Resale Only | 55+ age-restricted | Built 2002 - 2016 | 458 homes

Fountain View

$300ks - $400ks

Fountain View, Ormond Beach, FL

New Construction | 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

Archers Mill

$300ks - $500ks

Archers Mill, Ormond Beach, FL

New Construction | Age-targeted | 94 homes

Baytree

$100ks - $300ks

Baytree, Tavares, FL

Resale Only | 55+ age-restricted | Built 1990 - 2003 | 221 homes

Spring Lake Towers

$100ks

Spring Lake Towers, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1970 - 1970 | 79 homes

Hidden Creek

$100ks - $200ks

Hidden Creek, Sebring, FL

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 55 homes

Summit Chase Villas

$100ks

Summit Chase Villas, Tavares, FL

Resale Only | 55+ age-restricted | Built 1982 - 1989 | 60 homes

5 rating (1 reviews)

Cypress Lakes

$100ks

Cypress Lakes, Lakeland, FL

Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes

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Questions? Call us: (689) 407-5757

Preserve at Lakeside Land...

$200ks - $300ks

Preserve at Lakeside Land..., Winter Haven, FL

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 44 homes

Bridgewater Landing

$200ks - $300ks

Bridgewater Landing, Riverview, FL

Resale Only | 55+ age-restricted | Built 2017 - 2024 | 64 homes

Villas On The Green

$200ks - $300ks

Villas On The Green, Riverview, FL

Resale Only | 55+ age-restricted | Built 1989 - 1992 | 105 homes

The Wellington

$100ks - $200ks

The Wellington, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1969 - 1981 | 77 homes

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

Questions? Call us: (689) 407-5757

Oakview

$100ks - $200ks

Oakview, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1988 - 1999 | 48 homes

Anand Nilay

$500ks - $700ks

Anand Nilay, Tampa, FL

New Construction | Age-targeted | Built 2025 - present | 105 homes

Serenity Reserve

$400ks

Serenity Reserve, St. Cloud, FL

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 85 homes

Poinsettia Heights

$100ks - $200ks

Poinsettia Heights, Winter Haven, FL

Resale Only | 55+ age-restricted | Built 1978 - 2000 | 49 homes

Ormond Renaissance

$300ks - $400ks

Ormond Renaissance, Ormond Beach, FL

New Construction | 55+ age-restricted | Built 2016 - present | 280 homes

8667 SW 97TH ST C, OCALA, FL, 34481

Community: On Top of the World

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Villa

3461 FALLBROOK DR, KISSIMMEE, FL, 34759

Community: Solivita

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New Sun City Center

1804 PACIFIC DUNES DR, SUN CITY CENTER, ..., Sun City Center, FL 33573

$379,900

2 beds

3 baths

2,053 sq ft

House

1804 PACIFIC DUNES DR, SUN CITY CENTER, ...

Community: Sun City Center

New Scottish Highlands

27 GORDON CT, LEESBURG, FL, 34788, Leesburg, FL 34788

$215,000

2 beds

2 baths

1,252 sq ft

House

27 GORDON CT, LEESBURG, FL, 34788

Community: Scottish Highlands

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

Questions? Call us: (689) 407-5757

New Sun City Center

608 LA JOLLA AVE, SUN CITY CENTER, FL, 3..., Sun City Center, FL 33573

$249,900

2 beds

2 baths

1,852 sq ft

House

608 LA JOLLA AVE, SUN CITY CENTER, FL, 3...

Community: Sun City Center

New Plantation at Leesburg

3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474..., Leesburg, FL 34748

$299,999

3 beds

2 baths

1,868 sq ft

House

3447 MOUNT HOPE LOOP, LEESBURG, FL, 3474...

Community: Plantation at Leesburg

New Gatherings of Lake Nona

7517 LAUREATE BLVD 4403, ORLANDO, FL, 32..., Orlando, FL 32827

$329,000

2 beds

2 baths

1,549 sq ft

Condo

7517 LAUREATE BLVD 4403, ORLANDO, FL, 32...

Community: Gatherings of Lake Nona

New Southshore Bay

5336 WINDY GROVE DR, WIMAUMA, FL, 33598, Wimauma, FL 33598

$565,000

3 beds

3 baths

2,651 sq ft

House

5336 WINDY GROVE DR, WIMAUMA, FL, 33598

Community: Southshore Bay

New The Villages®

2088 VISION CT, THE VILLAGES, FL, 32163, The Villages, FL 32163

$689,000

3 beds

2 baths

2,013 sq ft

House

2088 VISION CT, THE VILLAGES, FL, 32163

Community: The Villages®

New Foxwood Lake Estates

1704 QUAIL HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$140,000

2 beds

2 baths

1,372 sq ft

Manufactured Home

1704 QUAIL HILL DR, LAKELAND, FL, 33810

House

4902 W FOUNTAINWOOD DR, ST CLOUD, FL, 34...

Community: Twin Lakes

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

Questions? Call us: (689) 407-5757

New The Villages®

1738 AUGUSTINE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159

$775,000

4 beds

3 baths

2,959 sq ft

House

1738 AUGUSTINE DR, THE VILLAGES, FL, 321...

Community: The Villages®

New Foxwood Lake Estates

1798 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810

$164,900

3 beds

2 baths

1,176 sq ft

Manufactured Home

1798 FOX HILL DR, LAKELAND, FL, 33810

Community: Foxwood Lake Estates

New Spruce Creek Preserve

11876 SW 137TH LOOP, DUNNELLON, FL, 3443..., Dunnellon, FL 34432

$249,900

3 beds

2 baths

1,760 sq ft

House

11876 SW 137TH LOOP, DUNNELLON, FL, 3443...

Community: Spruce Creek Preserve

New Highlands Ridge

5004 BIRKDALE DR, AVON PARK, FL, 33825, Avon Park, FL 33825

$299,000

2 beds

2 baths

1,648 sq ft

Villa

5004 BIRKDALE DR, AVON PARK, FL, 33825

Community: Highlands Ridge

New Four Seasons at Orlando

1999 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747

$429,980

2 beds

2 baths

1,557 sq ft

Villa

1999 KEY BAY TRL, KISSIMMEE, FL, 34747

Community: Four Seasons at Orlando

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

Questions? Call us: (689) 407-5757

New Lakes at Laurel Highlands

2933 IVY LAKE CT, LAKELAND, FL, 33811, Lakeland, FL 33811

$389,500

5 beds

3 baths

2,674 sq ft

House

2933 IVY LAKE CT, LAKELAND, FL, 33811

Community: Lakes at Laurel Highlands

New The Villages®

5511 HEAD WAY, THE VILLAGES, FL, 32163, The Villages, FL 32163

$394,900

3 beds

2 baths

1,708 sq ft

House

5511 HEAD WAY, THE VILLAGES, FL, 32163

Community: The Villages®

New High Vista at Ridgewood Lakes

116 FLEMING LN, DAVENPORT, FL, 33837, Davenport, FL 33837

$309,000

2 beds

2 baths

1,776 sq ft

House

116 FLEMING LN, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

New The Villages®

603 ROBIN LANE AVE, WILDWOOD, FL, 34785, Wildwood, FL 34785

$159,900

2 beds

2 baths

1,352 sq ft

Manufactured Home

603 ROBIN LANE AVE, WILDWOOD, FL, 34785

Community: The Villages®

New The Villages®

1714 EL NINO ST, THE VILLAGES, FL, 32162, The Villages, FL 32162

$289,000

2 beds

2 baths

1,121 sq ft

Villa

1714 EL NINO ST, THE VILLAGES, FL, 32162

House

6541 SW 111TH LOOP, OCALA, FL, 34476

Community: Oak Run

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

Questions? Call us: (689) 407-5757

New The Villages®

3284 THEODORE TER, THE VILLAGES, FL, 321..., The Villages, FL 32163

$674,900

3 beds

3 baths

2,033 sq ft

House

3284 THEODORE TER, THE VILLAGES, FL, 321...

Community: The Villages®

New The Villages®

717 TANGERINE DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$220,000

2 beds

2 baths

1,332 sq ft

Manufactured Home

717 TANGERINE DR, LADY LAKE, FL, 32159

Community: The Villages®

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.

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110 communities

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 3

110 communities near Winter Garden

3,654 homes near Winter Garden

3 beds

2 baths

1,733 sq ft

Villa

3 beds

2 baths

1,862 sq ft

House

3 beds

2 baths

1,505 sq ft

House

4 beds

2 baths

2,069 sq ft

House

2 beds

2 baths

1,541 sq ft

Villa

2 beds

2 baths

1,148 sq ft

House

2 beds

2 baths

1,343 sq ft

House

2 beds

2 baths

1,437 sq ft

House

2 beds

2 baths

1,158 sq ft

House

2 beds

2 baths

1,008 sq ft

House

3 beds

2 baths

2,213 sq ft

House

2 beds

2 baths

960 sq ft

Condo

2 beds

2 baths

1,499 sq ft

Villa

2 beds

3 baths

2,053 sq ft

House

2 beds

2 baths

1,252 sq ft

House

2 beds

2 baths

1,852 sq ft

House

3 beds

2 baths

1,868 sq ft

House

2 beds

2 baths

1,549 sq ft

Condo

3 beds

3 baths

2,651 sq ft

House

3 beds