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Winter Park, FL 55+ active adult communities & homes for sale - Page 42

2,414 homes near Winter Park

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4 rating (17 reviews) The Villages®
$100ks - $1Ms
The Villages®, The Villages, FL
New and Resale | 55+ age-restricted | Built 1978 - present | 70,000 homes
4.7 rating (18 reviews) Solivita
$300ks - $700ks
Solivita, Kissimmee, FL
New and Resale | 55+ age-restricted | Built 2000 - present | 5,900 homes
4.5 rating (11 reviews) Spruce Creek Country Club
$100ks - $400ks
Spruce Creek Country Club, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1996 - 2007 | 3,250 homes
5 rating (2 reviews) Plantation at Leesburg
$100ks - $300ks
Plantation at Leesburg, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1987 - 2008 | 2,820 homes
3.6 rating (48 reviews) Latitude Margaritaville
$300ks - $800ks
Latitude Margaritaville, Daytona Beach, FL
Resale Only | 55+ age-restricted | Built 2017 - 2025 | 3,900 homes
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5 rating (1 reviews) Plantation Bay Golf &...
$400ks - $2Ms
Plantation Bay Golf &..., Ormond Beach, FL
New and Resale | Age-targeted | Built 1988 - present | 3,500 homes
Venetian Bay
$300ks - $1Ms
Venetian Bay, New Smyrna Beach, FL
New and Resale | Age-targeted | Built 2004 - present | 1,561 homes
5 rating (3 reviews) Lake Ashton
$200ks - $500ks
Lake Ashton, Lake Wales, FL
Resale Only | 55+ age-restricted | Built 2002 - present | 1,600 homes
5 rating (3 reviews) Stonecrest
$200ks - $500ks
Stonecrest, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1990 - 2024 | 2,224 homes
Grand Haven
$200ks - $800ks
Grand Haven, Palm Coast, FL
New and Resale | Age-targeted | Built 1997 - present | 1,901 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.
2.8 rating (6 reviews) Arlington Ridge
$200ks - $500ks
Arlington Ridge, Leesburg, FL
New and Resale | 55+ age-restricted | Built 2005 - present | 629 homes
3.8 rating (6 reviews) Trilogy® Orlando
$200ks - $500ks
Trilogy® Orlando, Groveland, FL
Resale Only | 55+ age-restricted | Built 2005 - 2022 | 1,500 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
5 rating (8 reviews) Royal Highlands
$200ks - $400ks
Royal Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,500 homes
5 rating (7 reviews) Kings Ridge
$200ks - $400ks
Kings Ridge, Clermont, FL
Resale Only | 55+ age-restricted | Built 1995 - 2000 | 2,088 homes
3.8 rating (4 reviews) Spruce Creek South
$100ks - $200ks
Spruce Creek South, Summerfield, FL
Resale Only | 55+ age-restricted | Built 1989 - 1995 | 1,650 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Pelican Bay Daytona Beach
$100ks - $600ks
Pelican Bay Daytona Beach, Daytona Beach, FL
Resale Only | Age-targeted | Built 1980 - 2006 | 1,806 homes
Halifax Plantation
$300ks - $1Ms
Halifax Plantation, Ormond Beach, FL
New and Resale | Age-targeted | Built 1980 - present | 1,000 homes
5 rating (1 reviews) Sandpiper Golf & Coun...
$100ks - $300ks
Sandpiper Golf & Coun..., Lakeland, FL
New and Resale | 55+ age-restricted | Built 1985 - present | 1,193 homes
4 rating (4 reviews) Lakes of Mount Dora
$300ks - $1Ms
Lakes of Mount Dora, Mount Dora, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 rating (2 reviews) Harbor Hills Country Club
$300ks - $900ks
Harbor Hills Country Club, Lady Lake, FL
New and Resale | Age-targeted | Built 1989 - present | 940 homes
3.6 rating (5 reviews) Heritage Hills
$200ks - $400ks
Heritage Hills, Clermont, FL
New and Resale | 55+ age-restricted | Built 2006 - present | 1,154 homes
5 rating (1 reviews) Del Webb Sunbridge
$400ks - $800ks
Del Webb Sunbridge, St. Cloud, FL
New and Resale | 55+ age-restricted | Built 2019 - present | 1,300 homes
5 rating (1 reviews) Cresswind at Victoria Gar...
$200ks - $500ks
Cresswind at Victoria Gar..., DeLand, FL
Resale Only | 55+ age-restricted | Built 2001 - 2022 | 1,070 homes
Summer Trees
$200ks - $400ks
Summer Trees, Port Orange, FL
Resale Only | 55+ age-restricted | Built 1976 - 2005 | 500 homes
The Lakes at Harmony
$200ks - $400ks
The Lakes at Harmony, Harmony, FL
New and Resale | 55+ age-restricted | Built 2016 - present | 400 homes
5 rating (1 reviews) Royal Harbor
$200ks - $800ks
Royal Harbor, Tavares, FL
Resale Only | 55+ age-restricted | Built 1999 - 2008 | 755 homes
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Questions? Call us: (888) 625-4885
5 rating (2 reviews) Heritage Isle
$300ks - $500ks
Heritage Isle, Viera, FL
Resale Only | 55+ age-restricted | Built 2005 - 2017 | 1,500 homes
5 rating (8 reviews) Pennbrooke Fairways
<$100k - $300ks
Pennbrooke Fairways, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1980 - 2004 | 1,200 homes
Breakaway Trails
$400ks - $800ks
Breakaway Trails, Ormond Beach, FL
New and Resale | Age-targeted | Built 1985 - present | 976 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.
Four Seasons at Orlando
$300ks - $600ks
Four Seasons at Orlando, Kissimmee, FL
New Construction | 55+ age-restricted | Built 2017 - present | 557 homes
Ridgehaven
$300ks - $600ks
Ridgehaven, Ormond Beach, FL
New Construction | 55+ age-restricted
Scottish Highlands
$100ks - $200ks
Scottish Highlands, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1983 - 1992 | 653 homes
4.8 rating (6 reviews) Highland Lakes
$100ks - $200ks
Highland Lakes, Leesburg, FL
Resale Only | 55+ age-restricted | Built 1990 - 1999 | 938 homes
1 rating (1 reviews) Sullivan Ranch
$200ks - $500ks
Sullivan Ranch, Mount Dora, FL
Resale Only | 55+ age-restricted | Built 2005 - 2020 | 692 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
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
Foxwood Lake Estates
$100ks - $200ks
Foxwood Lake Estates, Lakeland, FL
Resale Only | 55+ age-restricted | Built 1982 - 1987 | 545 homes
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
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 (2 reviews) Bridgewater at Viera
$300ks - $800ks
Bridgewater at Viera, Melbourne, FL
Resale Only | 55+ age-restricted | Built 2017 - 2023 | 870 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.
12...3
Latitude Margaritaville 215 GYPSY PALACE LN, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$499,000

2 beds

|

3 baths

|

1,748 sq ft

|

House

215 GYPSY PALACE LN, DAYTONA BEACH, FL, ...
Lake Ashton 4425 TURNBERRY LN, LAKE WALES, FL, 33859, Lake Wales, FL 33859
$329,900

3 beds

|

2 baths

|

1,706 sq ft

|

House

4425 TURNBERRY LN, LAKE WALES, FL, 33859
Community: Lake Ashton
Bridgewater at Viera 9713 ALISTER DR, MELBOURNE, FL, 32940, Melbourne, FL 32940
$369,000

2 beds

|

2 baths

|

1,565 sq ft

|

House

9713 ALISTER DR, MELBOURNE, FL, 32940
Lake Ashton 1033 SAWGRASS DR, WINTER HAVEN, FL, 3388..., Winter Haven, FL 33884
$359,900

3 beds

|

2 baths

|

1,879 sq ft

|

House

1033 SAWGRASS DR, WINTER HAVEN, FL, 3388...
Community: Lake Ashton
Spruce Creek Country Club 13646 SE 91ST CT, SUMMERFIELD, FL, 34491, Summerfield, FL 34491
$235,000

2 beds

|

2 baths

|

1,446 sq ft

|

House

13646 SE 91ST CT, SUMMERFIELD, FL, 34491
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
The Villages® 1131 SOUTHERN SUN DR, THE VILLAGES, FL, ..., The Villages, FL 32162
$399,900

2 beds

|

2 baths

|

1,138 sq ft

|

Villa

1131 SOUTHERN SUN DR, THE VILLAGES, FL, ...
Community: The Villages®
Cresswind at Victoria Gardens 1096 AVERY MEADOWS WAY, DELAND, FL, 3272..., Deland, FL 32724
$340,000

2 beds

|

2 baths

|

1,651 sq ft

|

House

1096 AVERY MEADOWS WAY, DELAND, FL, 3272...
Spruce Creek South 10034 SE 175TH ST, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$219,900

2 beds

|

2 baths

|

1,247 sq ft

|

Villa

10034 SE 175TH ST, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
Royal Harbor 5964 BRITTANIA BLVD, TAVARES, FL, 32778, Tavares, FL 32778
$339,000

2 beds

|

3 baths

|

2,080 sq ft

|

House

5964 BRITTANIA BLVD, TAVARES, FL, 32778
Community: Royal Harbor
The Villages® 974 LIVINGSTON LOOP, THE VILLAGES, FL, 3..., The Villages, FL 32162
$249,000

2 beds

|

2 baths

|

1,100 sq ft

|

House

974 LIVINGSTON LOOP, THE VILLAGES, FL, 3...
Community: The Villages®
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 236 N AIRPORT RD, NEW SMYRNA BEACH, FL, ..., New Smyrna Beach, FL 32168
$280,000

2 beds

|

3 baths

|

1,666 sq ft

|

Townhouse

236 N AIRPORT RD, NEW SMYRNA BEACH, FL, ...
Community: Venetian Bay
Arlington Ridge 4223 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$329,000

2 beds

|

2 baths

|

1,524 sq ft

|

House

4223 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Lakeside Landings 10161 JULIA ISLES AVE, OXFORD, FL, 34484, Oxford, FL 34484
$399,900

3 beds

|

2 baths

|

1,970 sq ft

|

House

10161 JULIA ISLES AVE, OXFORD, FL, 34484
Community: Lakeside Landings
Royal Highlands 5552 KING JAMES AVE, LEESBURG, FL, 34748, Leesburg, FL 34748
$279,000

3 beds

|

2 baths

|

1,469 sq ft

|

House

5552 KING JAMES AVE, LEESBURG, FL, 34748
Community: Royal Highlands
Grand Haven 33 MARSHVIEW LN, PALM COAST, FL, 32137, Palm Coast, FL 32137
$625,000

3 beds

|

2 baths

|

2,493 sq ft

|

House

33 MARSHVIEW LN, PALM COAST, FL, 32137
Community: Grand Haven
Stonecrest 10957 SE 170TH LANE RD, SUMMERFIELD, FL,..., Summerfield, FL 34491
$289,900

3 beds

|

2 baths

|

1,381 sq ft

|

House

10957 SE 170TH LANE RD, SUMMERFIELD, FL,...
Community: Stonecrest
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Plantation at Leesburg 25021 BELLEVUE, LEESBURG, FL, 34748, Leesburg, FL 34748
$224,900

2 beds

|

2 baths

|

1,375 sq ft

|

Manufactured Home

25021 BELLEVUE, LEESBURG, FL, 34748
Latitude Margaritaville 410 LOST SHAKER WAY, DAYTONA BEACH, FL, ..., Daytona Beach, FL 32124
$515,000

2 beds

|

2 baths

|

1,848 sq ft

|

House

410 LOST SHAKER WAY, DAYTONA BEACH, FL, ...
Spruce Creek Country Club 9050 SE 135TH LOOP, SUMMERFIELD, FL, 344..., Summerfield, FL 34491
$257,000

2 beds

|

2 baths

|

1,867 sq ft

|

House

9050 SE 135TH LOOP, SUMMERFIELD, FL, 344...
Foxwood Lake Estates 1811 FOX HILL DR, LAKELAND, FL, 33810, Lakeland, FL 33810
$189,900

2 beds

|

2 baths

|

1,296 sq ft

|

Manufactured Home

1811 FOX HILL DR, LAKELAND, FL, 33810
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.
Latitude Margaritaville 233 SANDBAR LN, DAYTONA BEACH, FL, 32124, Daytona Beach, FL 32124
$704,900

2 beds

|

3 baths

|

2,067 sq ft

|

House

233 SANDBAR LN, DAYTONA BEACH, FL, 32124
Del Webb Sunbridge 2722 RIVER CREEK LN, ST CLOUD, FL, 34771, St Cloud, FL 34771
$1,024,000

3 beds

|

4 baths

|

3,778 sq ft

|

House

2722 RIVER CREEK LN, ST CLOUD, FL, 34771
Community: Del Webb Sunbridge
Pelican Bay Daytona Beach 152 LOON CT, DAYTONA BEACH, FL, 32119, Daytona Beach, FL 32119
$299,000

3 beds

|

2 baths

|

1,650 sq ft

|

House

152 LOON CT, DAYTONA BEACH, FL, 32119
Venetian Bay 3121 PORTOFINO BLVD, NEW SMYRNA BEACH, F..., New Smyrna Beach, FL 32168
$496,000

4 beds

|

4 baths

|

2,338 sq ft

|

House

3121 PORTOFINO BLVD, NEW SMYRNA BEACH, F...
Community: Venetian Bay
Spruce Creek South 10319 SE 177TH PL, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$224,900

2 beds

|

2 baths

|

1,143 sq ft

|

House

10319 SE 177TH PL, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1319 CARVELLO DR, THE VILLAGES, FL, 3216..., The Villages, FL 32162
$310,000

2 beds

|

2 baths

|

1,148 sq ft

|

House

1319 CARVELLO DR, THE VILLAGES, FL, 3216...
Community: The Villages®
Plantation at Leesburg 25233 LOST OAK CIR, LEESBURG, FL, 34748, Leesburg, FL 34748
$320,000

3 beds

|

2 baths

|

1,751 sq ft

|

House

25233 LOST OAK CIR, LEESBURG, FL, 34748
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Kings Ridge 3842 AVON CT, CLERMONT, FL, 34711, Clermont, FL 34711
$449,000

3 beds

|

2 baths

|

1,786 sq ft

|

House

3842 AVON CT, CLERMONT, FL, 34711
Community: Kings Ridge
The Villages® 3490 FORSYTHE TER, THE VILLAGES, FL, 321..., The Villages, FL 32162
$285,000

3 beds

|

2 baths

|

1,392 sq ft

|

House

3490 FORSYTHE TER, THE VILLAGES, FL, 321...
Community: The Villages®
The Villages® 1635 PINEHURST DR, THE VILLAGES, FL, 321..., The Villages, FL 32159
$149,900

2 beds

|

1 baths

|

940 sq ft

|

Manufactured Home

1635 PINEHURST DR, THE VILLAGES, FL, 321...
Community: The Villages®
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.
High Vista at Ridgewood Lakes 213 HIGH VISTA DR, DAVENPORT, FL, 33837, Davenport, FL 33837
$279,999

2 beds

|

2 baths

|

1,542 sq ft

|

House

213 HIGH VISTA DR, DAVENPORT, FL, 33837
Cresswind at Victoria Gardens 112 BELLINGRATH TER, DELAND, FL, 32724, Deland, FL 32724
$499,900

3 beds

|

2 baths

|

2,546 sq ft

|

House

112 BELLINGRATH TER, DELAND, FL, 32724
Royal Highlands 5405 QUEEN VICTORIA DR, LEESBURG, FL, 34..., Leesburg, FL 34748
$279,900

3 beds

|

2 baths

|

1,923 sq ft

|

House

5405 QUEEN VICTORIA DR, LEESBURG, FL, 34...
Community: Royal Highlands
Spruce Creek South 10701 SE 179TH LN, SUMMERFIELD, FL, 3449..., Summerfield, FL 34491
$289,500

3 beds

|

2 baths

|

1,668 sq ft

|

House

10701 SE 179TH LN, SUMMERFIELD, FL, 3449...
Community: Spruce Creek South
The Villages® 1116 SAN BERNARDO RD, THE VILLAGES, FL, ..., The Villages, FL 32162
$280,000

2 beds

|

2 baths

|

1,102 sq ft

|

Villa

1116 SAN BERNARDO RD, THE VILLAGES, FL, ...
Community: The Villages®
The Villages® 3099 MELLE PL, THE VILLAGES, FL, 32163, The Villages, FL 32163
$279,900

2 beds

|

2 baths

|

1,223 sq ft

|

Villa

3099 MELLE PL, THE VILLAGES, FL, 32163
Community: The Villages®
Del Webb Oasis 13360 SUNNY RETREAT LN, WINTER GARDEN, F..., Winter Garden, FL 34787
$585,000

3 beds

|

2 baths

|

2,000 sq ft

|

House

13360 SUNNY RETREAT LN, WINTER GARDEN, F...
Community: Del Webb Oasis
Arlington Ridge 3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,..., Leesburg, FL 34748
$324,999

3 beds

|

2 baths

|

1,649 sq ft

|

House

3601 ARLINGTON RIDGE BLVD, LEESBURG, FL,...
Community: Arlington Ridge
Want to learn more about 55+ communities in Winter Park? 55places can help!
Questions? Call us: (888) 625-4885
Latitude Margaritaville 495 LANDSHARK BLVD, DAYTONA BEACH, FL, 3..., Daytona Beach, FL 32124
$364,900

2 beds

|

2 baths

|

1,308 sq ft

|

House

495 LANDSHARK BLVD, DAYTONA BEACH, FL, 3...
Plantation Bay Golf & Country Club 1000 KILKENNY LN, ORMOND BEACH, FL, 3217..., Ormond Beach, FL 32174
$342,500

2 beds

|

2 baths

|

1,510 sq ft

|

Townhouse

1000 KILKENNY LN, ORMOND BEACH, FL, 3217...
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.

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2,414 homes
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