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Winter Park, FL 55+ active adult communities & homes for sale - Page 10

2,377 homes near Winter Park

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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
4.7 rating (18 reviews) Solivita
$100Ks - $600Ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
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
5 rating (1 reviews) Plantation Bay Golf &...
$200Ks - $4Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 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
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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
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.
Grand Haven
$300Ks - $1Ms
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 homes
Pelican Bay Daytona Beach
$100Ks - $400Ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
4.7 rating (3 reviews) Spruce Creek South
$100Ks - $400Ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
5 rating (1 reviews) Cypress Lakes
$100Ks - $200Ks
Cypress Lakes, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1987 - 2016 | 1,604 homes
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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
5 rating (2 reviews) Heritage Isle
$200Ks - $500Ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 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
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 (8 reviews) Royal Highlands
$200Ks - $400Ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
Del Webb at Viera
$400Ks - $1Ms
Del Webb at Viera, Melbourne, FL
New Construction | 55+ age-restricted | Built 2021 - 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 (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
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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) Cresswind at Victoria Gar...
$300Ks - $600Ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 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.
Halifax Plantation
$200Ks - $700Ks
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 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
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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
5 rating (2 reviews) Bridgewater at Viera
$300Ks - $800Ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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
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.
4.1 rating (9 reviews) Indian River Colony Club
$200Ks - $400Ks
Indian River Colony Club, Melbourne, FL
New and Resale | 55+ age-restricted | Built 1986 - present | 777 homes
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) Royal Harbor
$300Ks - $400Ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
Lakeside Landings
$200Ks - $500Ks
Lakeside Landings, Oxford, FL
New and Resale | Age-targeted | Built 2005 - present | 700 homes
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1 rating (1 reviews) Sullivan Ranch
$200Ks - $700Ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 homes
Highland Fairways
$100Ks - $300Ks
Highland Fairways, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1983 - 1998 | 660 homes
New Grand Haven 455 RIVERFRONT DR UNIT A201, PALM COAST,..., Palm Coast, FL 32137
$839,000

3 beds

|

3 baths

|

2,167 sq ft

|

Condo

455 RIVERFRONT DR UNIT A201, PALM COAST,...
Community: Grand Haven
New Arlington Ridge 27143 ROANOKE DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$379,900

3 beds

|

2 baths

|

1,699 sq ft

|

House

27143 ROANOKE DR, LEESBURG, FL, 34748
Community: Arlington Ridge
New Venetian Bay 424 LUNA BELLA LN APT 415, NEW SMYRNA BE..., New Smyrna Beach, FL 32168
$320,000

2 beds

|

2 baths

|

1,478 sq ft

|

Condo

424 LUNA BELLA LN APT 415, NEW SMYRNA BE...
Community: Venetian Bay
New The Villages® 2571 FOXBRIDGE TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$389,900

3 beds

|

2 baths

|

1,861 sq ft

|

House

2571 FOXBRIDGE TER, THE VILLAGES, FL, 32...
Community: The Villages®
New Spruce Creek Country Club 13166 SE 86TH CIR, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$359,900

3 beds

|

2 baths

|

1,913 sq ft

|

House

13166 SE 86TH CIR, SUMMERFIELD, FL, 3449...
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Questions? Call us: (888) 625-4885
New The Villages® 17065 SE 79TH MCLAWREN TER, THE VILLAGES..., The Villages, FL 32162
$384,900

3 beds

|

2 baths

|

1,684 sq ft

|

House

17065 SE 79TH MCLAWREN TER, THE VILLAGES...
Community: The Villages®
Arlington Ridge 26939 WHITE PLAINS WAY, LEESBURG, FL, 34..., Leesburg, FL 34748
$315,000

2 beds

|

2 baths

|

1,631 sq ft

|

Villa

26939 WHITE PLAINS WAY, LEESBURG, FL, 34...
Community: Arlington Ridge
New The Villages® 3153 GOODING PL, THE VILLAGES, FL, 32162, The Villages, FL 32162
$435,000

3 beds

|

2 baths

|

1,911 sq ft

|

House

3153 GOODING PL, THE VILLAGES, FL, 32162
Community: The Villages®
New Halifax Plantation 1324 TULLAMORE BLVD, ORMOND BEACH, FL, 3..., Ormond Beach, FL 32174
$695,000

4 beds

|

3 baths

|

2,598 sq ft

|

House

1324 TULLAMORE BLVD, ORMOND BEACH, FL, 3...
Community: Halifax Plantation
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.
Venetian Bay 664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$753,248

4 beds

|

4 baths

|

3,221 sq ft

|

House

664 JUNONIA BLVD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Ridgehaven 1126 CLIFFHAVEN CT, ORMOND BEACH, FL, 32..., Ormond Beach, FL 32174
$569,990

3 beds

|

3 baths

|

2,344 sq ft

|

House

1126 CLIFFHAVEN CT, ORMOND BEACH, FL, 32...
Community: Ridgehaven
The Villages® 1501 ALFONSO LN, THE VILLAGES, FL, 32159, The Villages, FL 32159
$257,000

2 beds

|

2 baths

|

1,014 sq ft

|

House

1501 ALFONSO LN, THE VILLAGES, FL, 32159
Community: The Villages®
The Villages® 7796 SE 168TH LONE OAK LOOP, THE VILLAGE..., The Villages, FL 32162
$339,900

3 beds

|

2 baths

|

1,540 sq ft

|

House

7796 SE 168TH LONE OAK LOOP, THE VILLAGE...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Arlington Ridge 3621 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$419,900

3 beds

|

2 baths

|

2,052 sq ft

|

House

3621 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
The Villages® 712 DEVON DR, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$214,000

2 beds

|

2 baths

|

1,404 sq ft

|

Manufactured Home

712 DEVON DR, LADY LAKE, FL, 32159
Community: The Villages®
The Villages® 1013 ANN AVE, LADY LAKE, FL, 32159, Lady Lake, FL 32159
$208,000

2 beds

|

2 baths

|

1,040 sq ft

|

Manufactured Home

1013 ANN AVE, LADY LAKE, FL, 32159
Community: The Villages®
Venetian Bay 3566 MARIBELLA DR, NEW SMYRNA BEACH, FL,..., New Smyrna Beach, FL 32168
$725,000

5 beds

|

3 baths

|

2,405 sq ft

|

House

3566 MARIBELLA DR, NEW SMYRNA BEACH, FL,...
Community: Venetian Bay
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.
The Villages® 2238 SOUTHWOOD DR, THE VILLAGES, FL, 321..., The Villages, FL 32162
$354,900

3 beds

|

2 baths

|

1,656 sq ft

|

Townhouse

2238 SOUTHWOOD DR, THE VILLAGES, FL, 321...
Community: The Villages®
Stonecrest 11584 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$314,000

2 beds

|

2 baths

|

1,702 sq ft

|

House

11584 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Stonecrest
The Villages® 2690 SUFFOLK ST, THE VILLAGES, FL, 32162, The Villages, FL 32162
$259,000

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

2690 SUFFOLK ST, THE VILLAGES, FL, 32162
Community: The Villages®
Four Seasons at Orlando 1987 KEY BAY TRL, KISSIMMEE, FL, 34747, Kissimmee, FL 34747
$349,900

2 beds

|

2 baths

|

1,437 sq ft

|

Villa

1987 KEY BAY TRL, KISSIMMEE, FL, 34747
Want to learn more about 55+ communities in Winter Park? 55places can help!
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New Trilogy® Orlando 107 CRESCENT MOON DR, GROVELAND, FL, 347..., Groveland, FL 34736
$325,000

3 beds

|

2 baths

|

1,694 sq ft

|

House

107 CRESCENT MOON DR, GROVELAND, FL, 347...
Community: Trilogy® Orlando
Trilogy® Orlando 373 ALCOVE DR, GROVELAND, FL, 34736, Groveland, FL 34736
$347,000

2 beds

|

2 baths

|

1,579 sq ft

|

House

373 ALCOVE DR, GROVELAND, FL, 34736
Community: Trilogy® Orlando
Venetian Bay 3329 TUSCANO AVE, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$369,900

3 beds

|

2 baths

|

1,469 sq ft

|

House

3329 TUSCANO AVE, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
New Stonecrest 11268 SE 175TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$288,935

2 beds

|

2 baths

|

1,560 sq ft

|

House

11268 SE 175TH LN, SUMMERFIELD, FL, 3449...
Community: Stonecrest
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.
Lakes of Mount Dora 8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,..., Mount Dora, FL 32757
$409,900

3 beds

|

2 baths

|

1,926 sq ft

|

House

8923 BRIDGEPORT BAY CIR, MOUNT DORA, FL,...
Community: Lakes of Mount Dora
Alhambra Villas Condominiums 249 N HILL AVE 30, DELAND, FL, 32724, Deland, FL 32724
$199,500

2 beds

|

2 baths

|

1,043 sq ft

|

Condo

249 N HILL AVE 30, DELAND, FL, 32724
Twin Lakes 2606 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3..., Saint Cloud, FL 34772
$559,990

3 beds

|

3 baths

|

2,365 sq ft

|

House

2606 MEADOWEDGE LOOP, SAINT CLOUD, FL, 3...
Community: Twin Lakes
Trilogy® Orlando 626 CONSERVATION BLVD, GROVELAND, FL, 34..., Groveland, FL 34736
$438,000

3 beds

|

2 baths

|

1,905 sq ft

|

House

626 CONSERVATION BLVD, GROVELAND, FL, 34...
Community: Trilogy® Orlando
The Villages® 408 ROSE CROFT TER, THE VILLAGES, FL, 32..., The Villages, FL 32162
$292,900

2 beds

|

2 baths

|

1,156 sq ft

|

Villa

408 ROSE CROFT TER, THE VILLAGES, FL, 32...
Community: The Villages®
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Pennbrooke Fairways 127 WESTWOOD DR, LEESBURG, FL, 34748, Leesburg, FL 34748
$153,000

2 beds

|

2 baths

|

1,086 sq ft

|

Manufactured Home

127 WESTWOOD DR, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
Pennbrooke Fairways 32716 WESTWOOD LOOP, LEESBURG, FL, 34748, Leesburg, FL 34748
$233,900

2 beds

|

2 baths

|

1,370 sq ft

|

House

32716 WESTWOOD LOOP, LEESBURG, FL, 34748
Community: Pennbrooke Fairways
The Villages® 1371 OWL DR, THE VILLAGES, FL, 32163, The Villages, FL 32163
$629,900

3 beds

|

3 baths

|

2,400 sq ft

|

House

1371 OWL DR, THE VILLAGES, FL, 32163
Community: The Villages®
Venetian Bay 569 VENETIAN PALMS BLVD, NEW SMYRNA BEAC..., New Smyrna Beach, FL 32168
$354,900

2 beds

|

2 baths

|

1,272 sq ft

|

House

569 VENETIAN PALMS BLVD, NEW SMYRNA BEAC...
Community: Venetian Bay
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.
The Villages® 1649 CAMPOS DR, THE VILLAGES, FL, 32162, The Villages, FL 32162
$239,000

2 beds

|

2 baths

|

1,121 sq ft

|

Villa

1649 CAMPOS DR, THE VILLAGES, FL, 32162
Community: The Villages®
The Villages® 1701 PALM AIRE DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$259,000

2 beds

|

2 baths

|

1,352 sq ft

|

Manufactured Home

1701 PALM AIRE DR, THE VILLAGES, FL, 321...
Community: The Villages®
Grand Haven 23 N VILLAGE PKWY, PALM COAST, FL, 32137, Palm Coast, FL 32137
$678,900

5 beds

|

3 baths

|

2,876 sq ft

|

House

23 N VILLAGE PKWY, PALM COAST, FL, 32137
Community: Grand Haven
Grand Haven 8 HIDDEN LAKE WAY, PALM COAST, FL, 32137, Palm Coast, FL 32137
$550,000

3 beds

|

2 baths

|

2,183 sq ft

|

House

8 HIDDEN LAKE WAY, PALM COAST, FL, 32137
Community: Grand Haven
Want to learn more about 55+ communities in Winter Park? 55places can help!
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Grand Haven 55 RIVERBEND DR, PALM COAST, FL, 32137, Palm Coast, FL 32137
$650,000

3 beds

|

3 baths

|

2,900 sq ft

|

House

55 RIVERBEND DR, PALM COAST, FL, 32137
Community: Grand Haven
Kings Ridge 2292 EDMONTON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$349,000

2 beds

|

2 baths

|

1,554 sq ft

|

House

2292 EDMONTON CT, CLERMONT, FL, 34711
Community: Kings Ridge

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