Winter Garden, FL 55+ active adult communities & homes for sale - Page 48

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

1011 CLAYMONT BLVD, DELAND, FL, 32724

Community: Cresswind at Victoria Gardens

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

Questions? Call us: (689) 407-5757

Tarawood

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

$250,000

3 beds

2 baths

1,185 sq ft

House

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

Community: Tarawood

Ridgehaven

175 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$289,935

3 beds

2 baths

1,454 sq ft

House

175 PARKHAVEN DR, ORMOND BEACH, FL, 3217...

Community: Ridgehaven

Cypress Lakes

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3..., Lakeland, FL 33810

$119,900

2 beds

2 baths

768 sq ft

Manufactured Home

2247 CYPRESS CROSS LOOP, LAKELAND, FL, 3...

Community: Cypress Lakes

Ridgehaven

171 PARKHAVEN DR, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174

$311,000

3 beds

2 baths

1,572 sq ft

House

171 PARKHAVEN DR, ORMOND BEACH, FL, 3217...

Community: Ridgehaven

Ridgehaven

1332 OAKHAVEN AVE, ORMOND BEACH, FL, 321..., Ormond Beach, FL 32174

$509,802

5 beds

4 baths

3,232 sq ft

House

1332 OAKHAVEN AVE, ORMOND BEACH, FL, 321...

Community: Ridgehaven

Ridgehaven

430 BROOKHAVEN TRL, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174

$504,390

4 beds

3 baths

2,487 sq ft

House

430 BROOKHAVEN TRL, ORMOND BEACH, FL, 32...

Community: Ridgehaven

Latitude Margaritaville

272 POP TOP LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124

$369,900

2 beds

2 baths

1,321 sq ft

House

272 POP TOP LN, DAYTONA BEACH, FL, 32124

Community: Latitude Margaritaville

Quail Meadow

4513 NW 30TH PL, OCALA, FL, 34482, Ocala, FL 34482

$264,000

3 beds

2 baths

1,262 sq ft

House

4513 NW 30TH PL, OCALA, FL, 34482

Community: Quail Meadow

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

Questions? Call us: (689) 407-5757

Lakes of Mount Dora

2389 PAWTUCKET PASS, MOUNT DORA, FL, 327..., Mount Dora, FL 32757

$544,000

3 beds

2 baths

2,048 sq ft

House

2389 PAWTUCKET PASS, MOUNT DORA, FL, 327...

Community: Lakes of Mount Dora

Spruce Creek South

10046 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491

$209,000

2 beds

2 baths

1,240 sq ft

Villa

10046 SE 175TH ST, SUMMERFIELD, FL, 3449...

Community: Spruce Creek South

Southshore Bay

17334 HOLLY WELL AVE, WIMAUMA, FL, 33598, Wimauma, FL 33598

$298,000

2 beds

3 baths

1,737 sq ft

Villa

17334 HOLLY WELL AVE, WIMAUMA, FL, 33598

Community: Southshore Bay

Heritage Hills

3613 SOLANA CIR B, CLERMONT, FL, 34711, Clermont, FL 34711

$278,500

2 beds

2 baths

1,374 sq ft

Villa

3613 SOLANA CIR B, CLERMONT, FL, 34711

Community: Heritage Hills

Lake Ashton

1069 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884

$345,000

2 beds

2 baths

1,688 sq ft

House

1069 SAWGRASS DR, WINTER HAVEN, FL, 3388...

Community: Lake Ashton

Solivita

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759, Kissimmee, FL 34759

$589,900

3 beds

4 baths

2,616 sq ft

House

772 SAN RAPHAEL ST, KISSIMMEE, FL, 34759

Community: Solivita

On Top of the World

9490 SW 98TH CT, OCALA, FL, 34481, Ocala, FL 34481

$337,900

2 beds

2 baths

1,623 sq ft

House

9490 SW 98TH CT, OCALA, FL, 34481

Community: On Top of the World

Spring Lake Towers

700 MIRROR TER 702, WINTER HAVEN, FL, 33..., Winter Haven, FL 33881

$117,900

2 beds

2 baths

1,190 sq ft

Condo

700 MIRROR TER 702, WINTER HAVEN, FL, 33...

House

21144 ROYAL ST GEORGES LN, LEESBURG, FL,...

Manufactured Home

1612 COG HILL DR, LADY LAKE, FL, 32159

Community: The Villages®

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

Questions? Call us: (689) 407-5757

On Top of the World

8650 SW 83RD LOOP, OCALA, FL, 34481, Ocala, FL 34481

$368,750

3 beds

2 baths

2,425 sq ft

House

8650 SW 83RD LOOP, OCALA, FL, 34481

Community: On Top of the World

Harbor Hills Country Club

5084 GREENS DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159

$729,900

4 beds

3 baths

2,586 sq ft

House

5084 GREENS DR, LADY LAKE, FL, 32159

Community: Harbor Hills Country Club

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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.

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Call us: (689) 407-5757

3,517 homes

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Winter Garden, FL 55+ active adult communities & homes for sale - Page 48

109 communities near Winter Garden

3,517 homes near Winter Garden

2 beds

2 baths

1,612 sq ft

Villa

2 beds

2 baths

1,708 sq ft

House

3 beds

2 baths

1,552 sq ft

House

3 beds

3 baths

2,708 sq ft

House

3 beds

2 baths

1,541 sq ft

House

3 beds

2 baths

1,185 sq ft

House

3 beds

2 baths

1,454 sq ft

House

2 beds

2 baths

768 sq ft

Manufactured Home

3 beds

2 baths

1,572 sq ft

House

5 beds

4 baths

3,232 sq ft

House

4 beds

3 baths

2,487 sq ft

House

2 beds

2 baths

1,321 sq ft

House

3 beds

2 baths

1,262 sq ft

House

3 beds

2 baths

2,048 sq ft

House

2 beds

2 baths

1,240 sq ft

Villa

2 beds

3 baths

1,737 sq ft

Villa

2 beds

2 baths

1,374 sq ft

Villa

2 beds

2 baths

1,688 sq ft

House

3 beds

4 baths

2,616 sq ft

House

2 beds