Winter Garden, FL 55+ active adult communities & homes for sale - Page 67

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

Want to learn more about 55+ communities in Winter Garden? 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 - $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

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

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

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

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

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

725 HIGH VISTA DR, DAVENPORT, FL, 33837

Community: High Vista at Ridgewood Lakes

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

Questions? Call us: (689) 407-5757

Del Webb Oasis

15084 CANOPY COVER DR, WINTER GARDEN, FL..., Winter Garden, FL 34787

$979,000

3 beds

3 baths

2,270 sq ft

House

15084 CANOPY COVER DR, WINTER GARDEN, FL...

Community: Del Webb Oasis

Highland Fairways

$299,999

3 beds

2 baths

1,851 sq ft

House

3658 HIGHLAND FAIRWAYS BLVD, LAKELAND, F...

Community: Highland Fairways

Stone Creek

9793 SW 63RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$468,500

4 beds

2 baths

2,186 sq ft

House

9793 SW 63RD LOOP, OCALA, FL, 34481

Community: Stone Creek

Carlsberg Estates on Lake Suzanne

464 LAKE SUZANNE DR, LAKE WALES, FL, 338..., Lake Wales, FL 33859

$350,000

3 beds

2 baths

1,429 sq ft

House

464 LAKE SUZANNE DR, LAKE WALES, FL, 338...

Community: Carlsberg Estates on Lake Suzanne

Tampa Bay Golf and Country Club

10809 COLLAR DR, SAN ANTONIO, FL, 33576, San Antonio, FL 33576

$299,900

3 beds

2 baths

1,778 sq ft

House

10809 COLLAR DR, SAN ANTONIO, FL, 33576

Community: Tampa Bay Golf and Country Club

Vienna Square

$205,000

2 beds

2 baths

1,118 sq ft

Villa

1224 VIENNA SQUARE DR, WINTER HAVEN, FL,...

Community: Vienna Square

Sun City Center

$116,500

2 beds

2 baths

960 sq ft

Condo

407 FELTHAM TRL UNIT B, SUN CITY CENTER,...

Community: Sun City Center

Pennbrooke Fairways

818 FOREST BREEZE PATH, LEESBURG, FL, 34..., Leesburg, FL 34748

$349,900

3 beds

2 baths

2,111 sq ft

House

818 FOREST BREEZE PATH, LEESBURG, FL, 34...

House

4040 BIRKDALE DR, LAKE WALES, FL, 33859

Community: Lake Ashton

Pine Run Estates

9980 SW 101ST LN, OCALA, FL, 34481, Ocala, FL 34481

$179,000

2 beds

2 baths

1,008 sq ft

House

9980 SW 101ST LN, OCALA, FL, 34481

Community: Pine Run Estates

Highland Lakes

26320 EVERT ST, LEESBURG, FL, 34748, Leesburg, FL 34748

$259,900

2 beds

2 baths

1,522 sq ft

House

26320 EVERT ST, LEESBURG, FL, 34748

7821 SE 166TH SMALLWOOD PL, THE VILLAGES...

House

1608 COMFY CT, SUN CITY CENTER, FL, 3357...

201 BEDFORD ST 79, SUN CITY CENTER, FL, ...

Community: Sun City Center

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

Questions? Call us: (689) 407-5757

Royal Highlands

5004 SAINT ANDREWS ARC, LEESBURG, FL, 34..., Leesburg, FL 34748

$259,900

2 beds

2 baths

1,483 sq ft

House

5004 SAINT ANDREWS ARC, LEESBURG, FL, 34...

Community: Royal Highlands

Sun City Center

$260,000

3 beds

2 baths

1,500 sq ft

Condo

2037 SIFIELD GREENS WAY, SUN CITY CENTER...

Community: Sun City Center

Highland Lakes

26600 RACQUET CIR, LEESBURG, FL, 34748, Leesburg, FL 34748

$309,900

3 beds

2 baths

2,030 sq ft

House

26600 RACQUET CIR, LEESBURG, FL, 34748

Community: Highland Lakes

Vienna Square

$225,000

2 beds

2 baths

1,231 sq ft

Villa

1561 VIENNA SQUARE DR, WINTER HAVEN, FL,...

Community: Vienna Square

On Top of the World

9044 SW 91ST CIR, OCALA, FL, 34481, Ocala, FL 34481

$299,000

3 beds

2 baths

1,850 sq ft

House

9044 SW 91ST CIR, OCALA, FL, 34481

Community: On Top of the World

Ocala Preserve

4340 NW 56TH CT, OCALA, FL, 34482, Ocala, FL 34482

$409,000

2 beds

3 baths

2,054 sq ft

House

4340 NW 56TH CT, OCALA, FL, 34482

Community: Ocala Preserve

Sun City Center

$399,900

2 beds

2 baths

1,603 sq ft

House

1717 DANBURY DR, SUN CITY CENTER, FL, 33...

Community: Sun City Center

Highland Lakes

26736 CASH CT, LEESBURG, FL, 34748, Leesburg, FL 34748

$215,000

2 beds

2 baths

1,293 sq ft

Villa

26736 CASH CT, LEESBURG, FL, 34748

Community: Highland Lakes

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

Questions? Call us: (689) 407-5757

On Top of the World

10318 SW 96TH LOOP, OCALA, FL, 34481, Ocala, FL 34481

$449,900

3 beds

2 baths

2,275 sq ft

House

10318 SW 96TH LOOP, OCALA, FL, 34481

Community: On Top of the World

Venetian Bay

3589 GRANDE TUSCANY WAY, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168

$1,995,000

6 beds

10 baths

8,260 sq ft

House

3589 GRANDE TUSCANY WAY, NEW SMYRNA BEAC...

Community: Venetian Bay

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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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Want to learn more about 55+ communities in Winter Garden?

Call us: (689) 407-5757

3,517 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 67

109 communities near Winter Garden

3,517 homes near Winter Garden

6 beds

4 baths

3,499 sq ft

House

3 beds

2 baths

1,565 sq ft

House

2 beds

2 baths

1,008 sq ft

House

2 beds

2 baths

1,493 sq ft

Villa

3 beds

2 baths

1,594 sq ft

House

3 beds

3 baths

2,270 sq ft

House

3 beds

2 baths

1,851 sq ft

House

4 beds

2 baths

2,186 sq ft

House

3 beds

2 baths

1,429 sq ft

House

3 beds

2 baths

1,778 sq ft

House

2 beds

2 baths

1,118 sq ft

Villa

2 beds

2 baths

960 sq ft

Condo

3 beds

2 baths

2,111 sq ft

House

1 beds

2 baths

800 sq ft

Condo

2 beds

2 baths

1,637 sq ft

House

2 beds

2 baths

1,530 sq ft

House

2 beds

2 baths

1,008 sq ft

House

2 beds

2 baths

1,522 sq ft

House

3 beds

2 baths

1,735 sq ft

House

4 beds